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Type | HazMat fee for 500 gram (Estimated) |
Excepted Quantity | USD 0.00 |
Limited Quantity | USD 15-60 |
Inaccessible (Haz class 6.1), Domestic | USD 80+ |
Inaccessible (Haz class 6.1), International | USD 150+ |
Accessible (Haz class 3, 4, 5 or 8), Domestic | USD 100+ |
Accessible (Haz class 3, 4, 5 or 8), International | USD 200+ |
Structure of 40615-36-9
*Storage: {[sel_prStorage]}
*Shipping: {[sel_prShipping]}
The BI-3802 was designed by Boehringer Ingelheim and could be obtained free of charge through the Boehringer Ingelheim open innovation portal opnMe.com, associated with its negative control.
4.5
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Batch number can be found on the product's label following the word 'Batch'.
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Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
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CAS No. : | 40615-36-9 |
Formula : | C21H19ClO2 |
M.W : | 338.83 |
SMILES Code : | C3=C(C(C1=CC=C(OC)C=C1)(C2=CC=CC=C2)Cl)C=CC(=C3)OC |
MDL No. : | MFCD00008409 |
InChI Key : | JBWYRBLDOOOJEU-UHFFFAOYSA-N |
Pubchem ID : | 96831 |
GHS Pictogram: |
![]() ![]() ![]() |
Signal Word: | Danger |
Hazard Statements: | H314-H317-H335-H411 |
Precautionary Statements: | P260-P264-P271-P272-P273-P280-P301+P330+P331-P303+P361+P353-P304+P340+P310-P305+P351+P338+P310-P333+P313-P362+P364-P391-P403+P233-P405-P501 |
Class: | 8 |
UN#: | 3261 |
Packing Group: | Ⅱ |
Num. heavy atoms | 24 |
Num. arom. heavy atoms | 18 |
Fraction Csp3 | 0.14 |
Num. rotatable bonds | 5 |
Num. H-bond acceptors | 2.0 |
Num. H-bond donors | 0.0 |
Molar Refractivity | 98.05 |
TPSA ? Topological Polar Surface Area: Calculated from |
18.46 Ų |
Log Po/w (iLOGP)? iLOGP: in-house physics-based method implemented from |
3.71 |
Log Po/w (XLOGP3)? XLOGP3: Atomistic and knowledge-based method calculated by |
5.43 |
Log Po/w (WLOGP)? WLOGP: Atomistic method implemented from |
5.13 |
Log Po/w (MLOGP)? MLOGP: Topological method implemented from |
4.6 |
Log Po/w (SILICOS-IT)? SILICOS-IT: Hybrid fragmental/topological method calculated by |
5.58 |
Consensus Log Po/w? Consensus Log Po/w: Average of all five predictions |
4.89 |
Log S (ESOL):? ESOL: Topological method implemented from |
-5.59 |
Solubility | 0.000878 mg/ml ; 0.00000259 mol/l |
Class? Solubility class: Log S scale |
Moderately soluble |
Log S (Ali)? Ali: Topological method implemented from |
-5.57 |
Solubility | 0.000904 mg/ml ; 0.00000267 mol/l |
Class? Solubility class: Log S scale |
Moderately soluble |
Log S (SILICOS-IT)? SILICOS-IT: Fragmental method calculated by |
-8.32 |
Solubility | 0.00000163 mg/ml ; 0.0000000048 mol/l |
Class? Solubility class: Log S scale |
Poorly soluble |
GI absorption? Gatrointestinal absorption: according to the white of the BOILED-Egg |
High |
BBB permeant? BBB permeation: according to the yolk of the BOILED-Egg |
Yes |
P-gp substrate? P-glycoprotein substrate: SVM model built on 1033 molecules (training set) |
No |
CYP1A2 inhibitor? Cytochrome P450 1A2 inhibitor: SVM model built on 9145 molecules (training set) |
Yes |
CYP2C19 inhibitor? Cytochrome P450 2C19 inhibitor: SVM model built on 9272 molecules (training set) |
Yes |
CYP2C9 inhibitor? Cytochrome P450 2C9 inhibitor: SVM model built on 5940 molecules (training set) |
No |
CYP2D6 inhibitor? Cytochrome P450 2D6 inhibitor: SVM model built on 3664 molecules (training set) |
Yes |
CYP3A4 inhibitor? Cytochrome P450 3A4 inhibitor: SVM model built on 7518 molecules (training set) |
No |
Log Kp (skin permeation)? Skin permeation: QSPR model implemented from |
-4.51 cm/s |
Lipinski? Lipinski (Pfizer) filter: implemented from |
1.0 |
Ghose? Ghose filter: implemented from |
None |
Veber? Veber (GSK) filter: implemented from |
0.0 |
Egan? Egan (Pharmacia) filter: implemented from |
0.0 |
Muegge? Muegge (Bayer) filter: implemented from |
1.0 |
Bioavailability Score? Abbott Bioavailability Score: Probability of F > 10% in rat |
0.55 |
PAINS? Pan Assay Interference Structures: implemented from |
0.0 alert |
Brenk? Structural Alert: implemented from |
1.0 alert: heavy_metal |
Leadlikeness? Leadlikeness: implemented from |
No; 1 violation:MW<1.0 |
Synthetic accessibility? Synthetic accessibility score: from 1 (very easy) to 10 (very difficult) |
2.54 |
* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With pyridine; at 0 - 20℃; | 3-Dimethylamino-l,2-propanediol (6.0 g, 50 mmol) was weighed into a 1 L round bottomed flask with a stir bar. The flask was sealed, flushed with argon, charged with pyridine and cooled to 0 0C. 4,4'-Dimethoxytrityl chloride (17.9 g, 1.05 equiv.) was weighed into a 100 mL round bottomed flask, sealed and then dissolved in pyridine (80 mL). The 4,4'- dimethoxytrityl chloride solution was transferred to the stirring reaction mixture slowly, using additional fresh pyridine (20 mL) to effect the transfer of residual 4,4'-dimethoxytrityl chloride. The reaction was allowed to come to room temperature while stirring overnight. The reaction was concentrated in vacuo and re-dissolved in dichloromethane (300 mL). The organic phase was washed with saturated bicarbonate (2 x 200 mL) and brine (I x 200 mL), dried over MgSO4, filtered, concentrated and dried under high vacuum to afford 22.19g of a yellow gum that was used without further purification. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
77.7% | With pyridine; at 0 - 25℃; | To a solution of 298-1 (12 g, 45.42 mmol) in pyridine (100 mL) was added DMTrCl (16.16 g, 47.69 mmol) in portions at 0 C. over a period of 30 mins under N2. The mixture was warmed to 25 C. and stirred for 16 h. LCMS and TLC (DCM:MeOH=20:1) showed that the starting material was consumed. The reaction was quenched with MeOH (10 mL) and then concentrated in vacuum. The residue was purified by silica gel chromatography (100-200 mesh silica gel, PE:EA2981:1) to give pure DMTr-298-1 (20 g, 77.7%) as a white solid |
With pyridine; at 0 - 20℃; for 15h; | 102991 To a solution of P24-4 (21.0 g, 79.5 mmol) in pyridine (250 mL) was added DMTrC1 (28.2 g, 83.5 mmol) at 0C. The solution was stirred at R.T. for 15 hours. The reaction was quenched with MeOH and concentrated to dryness under reduced pressure. The residue was dissolved in EtOAc and washed with water. The organic layer was dried over Na2SO4 and concentrated. The residue was dissolved in DCM (300 mL). Imidazole (13.6 g, 200 mmol) and TBSC1 (30.0 g, 200 mmol) were added. The reaction mixture was stirred at R.T. for 12 hours. The reaction mixture was washed with NaHCO3 and brine. The organic layer was dried over Na2SO4 and concentrated. The residue (48.5 g, 79.5 mniol) was dissolved in 80% HOAc aq. solution (400 mL). The mixture was stirred at R.T. for 20 hours. The mixture was diluted with EtOAc and washed with NaHCO3 solution and brine. The organic layer was dried over Na2SO4 and purified by silica gel column chromatography (1- 2% MeOH in DCM) to give P24-5 as a white solid (21.0 g, 70%). ESI-MS: m/z 379.1 [M+H1. | |
With pyridine; at 20℃; for 15h; | To a solution of 1-1 (100.0 g, 378.7 mmol) in pyriHOdine (750 mL) was added DMTrC1 (164.9 g, 487.8 mmol). added, and the mixture was concentrated to dryness under The solution was stirred at RT for 15 h. MeOH (300 mL) wasreduced pressure. The residue was dissolved in EA andwashed with water. The organic layer was dried over Na2504and concentrated. The residue was dissolved in DCM (500mL). To this solution were added imidazole (44.3 g, 650.4 mmol) and TI3SC1 (91.9 g, 609.8 mmol). The mixture was stirred at RT for 14 h. The solution was washed with NaHCO3 and brine. The organic layer was dried over Na2SO4, and concentrated to give the crude product as a light yellow solid. The crude (236.4 g, 347.6 mmol) was dissolved in 80% HOAc aqueous solution (500 mE). The mixture was stirred at RT for 15 h. The mixture was diluted with EA, and washed with NaHCO3 solution and brine. The organic layer was dried over Na2SO4 and purified on a silica gel colunm chromatography (1-2% MeOH in DCM) to give 1-2 (131.2 g, 91.9%) as a light yellow solid. ESI-MS: mlz 802 [M+H]. |
With pyridine; at 20℃; for 15h; | To a solution of 1-1 (100.0 g, 378.7 mmol) in pyridine (750 mL) was added DMTrCl (164.9 g, 487.8 mmol). The solution was stirred at RT for 15 h. MeOH (300 mL) was added, and the mixture was concentrated to dryness under reduced pressure. The residue was dissolved in EA and washed with water. The organic layer was dried over Na2SO4 and concentrated. The residue was dissolved in DCM (500 mL). To this solution were added imidazole (44.3 g, 650.4 mmol) and TBSCl (91.9 g, 609.8 mmol). The mixture was stirred at RT for 14 h. The solution was washed with NaHCO3 and brine. The organic layer was dried over Na2SO4, and concentrated to give the crude product as a light yellow solid. The crude (236.4 g, 347.6 mmol) was dissolved in 80% HOAc aqueous solution (500 mL). The mixture was stirred at RT for 15 h. The mixture was diluted with EA, and washed with NaHCO3 solution and brine. The organic layer was dried over Na2SO4 and purified on a silica gel column chromatography (1-2% MeOH in DCM) to give 1-2 (131.2 g, 91.9%) as a light yellow solid. ESI-MS: m/z 802 [M+H]+. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
81% | Synthesis of compound 5; Step(ii)[1]: The reaction was performed in a 5 necked 15 L glass reactor fitted with an overheadstirrer over an ice bath. To a stirred solution of 4 (450 g, 2.94 mole) in acetonitrile (8 L) wereadded Et3N (1 L, 7.2 mole) and ethyl trifluoroacetate (1000 g, 7.04 mole), and stirred at room temperature overnight. The white solid (Et3N.HC1) was filtered over sintered funnel and washedwith ethyl acetate ( 4 L). The organic solution was concentrated followed by co-evaporationwith toluene (2 L x 2) and dried under reduced pressure overnight in a 22 L rotary evaporator toobtain crude product as a gummy mass ( -600 g). Step (ii)[2]: Above obtained crude compound (2.94 mole) was dissolved in 2 L of anhyd.pyridine and transferred to the four necked 15 L flask. Another 6 L of anhyd. pyridine wasadded. This solution was cooled to -5 oc using ice bath followed by addition of DMTr-Cl (1000g, 2.95) portion wise under nitrogen atmosphere over 20 min. and the reaction mixture wasstirred at room temperature overnight. 12 L of water was added while stirring and let it stand for6 h. The compound was settled at the bottom of the flask as a brownish gummy mass. Waterpyridinelayer was decanted using transfer pump and the aqueous layer was extracted with ethylacetate (2 x 5 L). Combined the ethyl acetate extract with the viscous material remained in thereactor, after decanting water layer. Concentration of the solvent gave the correspondingproduct as viscous oil which was used for the next step without purification. Step (ii)[3]: To a stirred solution of trifluoroacetyl compound (2.94 mole) in MeOH (5 L) wasadded KOH (330 g, 5.88 mole) dissolved in water (2 L) drop wise over 30 min. and stirred atroom temperature for 1 h. Concentrated to 3 L volume followed by addition of 15 L of waterand allowed to stand overnight. The product was settled at the bottom as reddish brown viscousoil. Decanted the water using transfer pump followed by addition of 6 L of DCM to dissolve,washed with 5 L of water and separated the organic solvent. Concentration of the solventfollowed by silica gel column chromatography ( 4 Kg silica, eluent: hexane/ethyl acetate andethyl acetate/MeOH) purification gave compound 5 (1000 g, 81 %) as foamy yellowish whitesolid. 1H NMR (CDCb): 1.35-1.42 (m, lH), 1.65-1.70 (m, lH), 2.33 (br s, lH), 2.59-2.62 (m,lH), 2.72-2.75 (m, lH), 2.82-2.91 (m, 2H), 3.36-3.41 (m,lH), 3.71 (s, 6H), 4.1 (br s, lH), 4.525(d, J = 4.0 Hz, lH). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
36% | With 2,6-dimethylpyridine; In N,N-dimethyl-formamide; at 20℃; | To a solution of compound 1 (10.0 g, 70.0mmol) in DMF (200 mL) were added DMT-CI 2 (28.4 g, 84.0 mmol) and 2,6-lutidine (15.0 g, 140 mmol). The reaction mixture was stirred at rt overnight. The reaction mixture was poured into ice water and extracted with EtOAc (3 x 500 mL). The organic extracts was dried over sodium sulfate and concentrated in vacuum to give the crude product, which was purified by silica gel chromatography (heptane / ethyl acetate / NEt3) to give the desired product as white solid (16 g, 36%). 1H NMR (DMSO-c/6, 400 MHz): 3.73 (s, 6H), 4.17 (s, 2H), 6.91 (d, J = 8.8 Hz, 4H), 7.35-7.22 (m, 7H), 7.42 (d, J = 7.6 Hz, 2H), 7.48 (d, J = 8.4 Hz, 1 H), 7.83-7.80 (m, 1 H), 8.33 (d, J = 1.6 Hz, 1 H). |
36% | With 2,6-dimethylpyridine; In N,N-dimethyl-formamide; at 20℃; | 2.A. Synthesis of X027 Succinate Ester To a solution of compound 1 (10.0 g, 70.0 mmol) in DMF (200 mL) were added DMT-Cl 2 (28.4 g, 84.0 mmol) and 2,6-lutidine (15.0 g, 140 mmol). The reaction mixture was stirred at rt overnight. The reaction mixture was poured into ice water and extracted with EtOAc (3*500 mL). The organic extracts was dried over sodium sulfate and concentrated in vacuum to give the crude product, which was purified by silica gel chromatography (heptane/ethyl acetate/NEt3) to give the desired product as white solid (16 g, 36%). 1H NMR (DMSO-d6, 400 MHz): 3.73 (s, 6H), 4.17 (s, 2H), 6.91 (d, J=8.8 Hz, 4H), 7.35-7.22 (m, 7H), 7.42 (d, J=7.6 Hz, 2H), 7.48 (d, J=8.4 Hz, 1H), 7.83-7.80 (m, 1H), 8.33 (d, J=1.6 Hz, 1H). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
63% | With pyridine; at 0 - 25℃; | To a cooled (0 °C) solution of the compound 16 (3.0 g, 13.2 mmol) in pyridine (33 mL) was added 4,4'-dimethoxytriphenylmethyl chloride (DMTCl) (5.6 g, 16.5 mmol) and the reaction mixture was stirred at 25 °C for 50 min. After evaporated under reduced pressure, the residue was purified by silica gel column chromatography (DCM : MeOH = 20 : 1) to give the compound 17 (4.4 g, 63percent) as a white solid. 1HNMR (400 MHz, CDC13) delta 8.63 (dd, J= 4.4, 3.2 Hz, 1H), 8.40 (dd, 7 = 5.6, 2.4 Hz, 1H), 7.63-7.16 (m, 9H), 6.84-6.81 (m, 4H), 6.14 (dd, J = 6.8, 4.0 Hz, 1H), 5.87 (d, J= 3.2 Hz, 1H), 4.43-4.39 (m, 3H), 3.80 (s, 6H), 3.51-3.41 (m, 2H). |
Tags: 40615-36-9 synthesis path| 40615-36-9 SDS| 40615-36-9 COA| 40615-36-9 purity| 40615-36-9 application| 40615-36-9 NMR| 40615-36-9 COA| 40615-36-9 structure
Precautionary Statements-General | |
Code | Phrase |
P101 | If medical advice is needed,have product container or label at hand. |
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P221 | Take any precaution to avoid mixing with combustibles |
P222 | Do not allow contact with air. |
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P264 | Wash hands thoroughly after handling. |
P265 | Wash skin thouroughly after handling. |
P270 | Do not eat, drink or smoke when using this product. |
P271 | Use only outdoors or in a well-ventilated area. |
P272 | Contaminated work clothing should not be allowed out of the workplace. |
P273 | Avoid release to the environment. |
P280 | Wear protective gloves/protective clothing/eye protection/face protection. |
P281 | Use personal protective equipment as required. |
P282 | Wear cold insulating gloves/face shield/eye protection. |
P283 | Wear fire/flame resistant/retardant clothing. |
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P285 | In case of inadequate ventilation wear respiratory protection. |
P231 + P232 | Handle under inert gas. Protect from moisture. |
P235 + P410 | Keep cool. Protect from sunlight. |
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Code | Phrase |
P301 | IF SWALLOWED: |
P304 | IF INHALED: |
P305 | IF IN EYES: |
P306 | IF ON CLOTHING: |
P307 | IF exposed: |
P308 | IF exposed or concerned: |
P309 | IF exposed or if you feel unwell: |
P310 | Immediately call a POISON CENTER or doctor/physician. |
P311 | Call a POISON CENTER or doctor/physician. |
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P315 | Get immediate medical advice/attention. |
P320 | |
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P321 | |
P322 | |
P330 | Rinse mouth. |
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P337 | If eye irritation persists: |
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P341 | If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing. |
P342 | If experiencing respiratory symptoms: |
P350 | Gently wash with plenty of soap and water. |
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P378 | |
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P301 + P310 | IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician. |
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P302 + P334 | IF ON SKIN: Immerse in cool water/wrap in wet bandages. |
P302 + P350 | IF ON SKIN: Gently wash with plenty of soap and water. |
P303 + P361 + P353 | IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower. |
P304 + P312 | IF INHALED: Call a POISON CENTER or doctor/physician if you feel unwell. |
P304 + P340 | IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing. |
P304 + P341 | IF INHALED: If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing. |
P305 + P351 + P338 | IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. |
P306 + P360 | IF ON CLOTHING: Rinse Immediately contaminated CLOTHING and SKIN with plenty of water before removing clothes. |
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P308 + P313 | IF exposed or concerned: Get medical advice/attention. |
P309 + P311 | IF exposed or if you feel unwell: call a POISON CENTER or doctor/physician. |
P332 + P313 | IF SKIN irritation occurs: Get medical advice/attention. |
P333 + P313 | IF SKIN irritation or rash occurs: Get medical advice/attention. |
P335 + P334 | Brush off loose particles from skin. Immerse in cool water/wrap in wet bandages. |
P337 + P313 | IF eye irritation persists: Get medical advice/attention. |
P342 + P311 | IF experiencing respiratory symptoms: call a POISON CENTER or doctor/physician. |
P370 + P376 | In case of fire: Stop leak if safe to Do so. |
P370 + P378 | In case of fire: |
P370 + P380 | In case of fire: Evacuate area. |
P370 + P380 + P375 | In case of fire: Evacuate area. Fight fire remotely due to the risk of explosion. |
P371 + P380 + P375 | In case of major fire and large quantities: Evacuate area. Fight fire remotely due to the risk of explosion. |
Storage | |
Code | Phrase |
P401 | |
P402 | Store in a dry place. |
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P405 | Store locked up. |
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P411 | |
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P413 | |
P420 | Store away from other materials. |
P422 | |
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Disposal | |
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P502 | Refer to manufacturer/supplier for information on recovery/recycling |
Physical hazards | |
Code | Phrase |
H200 | Unstable explosive |
H201 | Explosive; mass explosion hazard |
H202 | Explosive; severe projection hazard |
H203 | Explosive; fire, blast or projection hazard |
H204 | Fire or projection hazard |
H205 | May mass explode in fire |
H220 | Extremely flammable gas |
H221 | Flammable gas |
H222 | Extremely flammable aerosol |
H223 | Flammable aerosol |
H224 | Extremely flammable liquid and vapour |
H225 | Highly flammable liquid and vapour |
H226 | Flammable liquid and vapour |
H227 | Combustible liquid |
H228 | Flammable solid |
H229 | Pressurized container: may burst if heated |
H230 | May react explosively even in the absence of air |
H231 | May react explosively even in the absence of air at elevated pressure and/or temperature |
H240 | Heating may cause an explosion |
H241 | Heating may cause a fire or explosion |
H242 | Heating may cause a fire |
H250 | Catches fire spontaneously if exposed to air |
H251 | Self-heating; may catch fire |
H252 | Self-heating in large quantities; may catch fire |
H260 | In contact with water releases flammable gases which may ignite spontaneously |
H261 | In contact with water releases flammable gas |
H270 | May cause or intensify fire; oxidizer |
H271 | May cause fire or explosion; strong oxidizer |
H272 | May intensify fire; oxidizer |
H280 | Contains gas under pressure; may explode if heated |
H281 | Contains refrigerated gas; may cause cryogenic burns or injury |
H290 | May be corrosive to metals |
Health hazards | |
Code | Phrase |
H300 | Fatal if swallowed |
H301 | Toxic if swallowed |
H302 | Harmful if swallowed |
H303 | May be harmful if swallowed |
H304 | May be fatal if swallowed and enters airways |
H305 | May be harmful if swallowed and enters airways |
H310 | Fatal in contact with skin |
H311 | Toxic in contact with skin |
H312 | Harmful in contact with skin |
H313 | May be harmful in contact with skin |
H314 | Causes severe skin burns and eye damage |
H315 | Causes skin irritation |
H316 | Causes mild skin irritation |
H317 | May cause an allergic skin reaction |
H318 | Causes serious eye damage |
H319 | Causes serious eye irritation |
H320 | Causes eye irritation |
H330 | Fatal if inhaled |
H331 | Toxic if inhaled |
H332 | Harmful if inhaled |
H333 | May be harmful if inhaled |
H334 | May cause allergy or asthma symptoms or breathing difficulties if inhaled |
H335 | May cause respiratory irritation |
H336 | May cause drowsiness or dizziness |
H340 | May cause genetic defects |
H341 | Suspected of causing genetic defects |
H350 | May cause cancer |
H351 | Suspected of causing cancer |
H360 | May damage fertility or the unborn child |
H361 | Suspected of damaging fertility or the unborn child |
H361d | Suspected of damaging the unborn child |
H362 | May cause harm to breast-fed children |
H370 | Causes damage to organs |
H371 | May cause damage to organs |
H372 | Causes damage to organs through prolonged or repeated exposure |
H373 | May cause damage to organs through prolonged or repeated exposure |
Environmental hazards | |
Code | Phrase |
H400 | Very toxic to aquatic life |
H401 | Toxic to aquatic life |
H402 | Harmful to aquatic life |
H410 | Very toxic to aquatic life with long-lasting effects |
H411 | Toxic to aquatic life with long-lasting effects |
H412 | Harmful to aquatic life with long-lasting effects |
H413 | May cause long-lasting harmful effects to aquatic life |
H420 | Harms public health and the environment by destroying ozone in the upper atmosphere |
Sorry,this product has been discontinued.
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