Structure of 83823-06-7
*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
*For Research Use Only !
Change View
Size | Price | VIP Price | US Stock |
Global Stock |
In Stock | ||
{[ item.pr_size ]} |
Inquiry
{[ getRatePrice(item.pr_usd, 1,1,item.pr_is_large_size_no_price, item.pr_usd) ]} {[ getRatePrice(item.pr_usd,item.pr_rate,1,item.pr_is_large_size_no_price, item.discount_usd) ]} {[ getRatePrice(item.pr_usd, 1,1,item.pr_is_large_size_no_price, item.pr_usd) ]} |
Inquiry {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate,item.pr_is_large_size_no_price, item.vip_usd) ]} | Inquiry {[ item.pr_usastock ]} In Stock Inquiry - | {[ item.pr_chinastock ]} {[ item.pr_remark ]} In Stock 1-2 weeks - Inquiry - | Login | - + | Inquiry |
Please Login or Create an Account to: See VIP prices and availability
US Stock: ship in 0-1 business day
Global Stock: ship in 5-7 days
1-2weeks
Inquiry
{[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate,item.pr_is_large_size_no_price, item.vip_usd) ]}
{[ getRatePrice(item.pr_usd, 1,1,item.pr_is_large_size_no_price, item.pr_usd) ]}
{[ getRatePrice(item.pr_usd,1,item.mem_rate,item.pr_is_large_size_no_price, item.pr_usd) ]}
Inquiry
{[ getRatePrice(item.pr_usd,item.pr_rate,1,item.pr_is_large_size_no_price, item.vip_usd) ]}
{[ getRatePrice(item.pr_usd, 1,1,item.pr_is_large_size_no_price, item.pr_usd) ]}
{[ getRatePrice(item.pr_usd, 1,1,item.pr_is_large_size_no_price, item.pr_usd) ]}
In Stock
- +
Please Login or Create an Account to: See VIP prices and availability
US Stock: ship in 0-1 business day
Global Stock: ship in 2 weeks
Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
CAS No. : | 83823-06-7 |
Formula : | C10H7ClO3 |
M.W : | 210.61 |
SMILES Code : | O=C(C(CO1)=CC2=C1C=CC(Cl)=C2)O |
MDL No. : | MFCD00052362 |
InChI Key : | ZRCGKWSNRRTAJY-UHFFFAOYSA-N |
Pubchem ID : | 596929 |
GHS Pictogram: |
![]() |
Signal Word: | Warning |
Hazard Statements: | H315-H319-H335 |
Precautionary Statements: | P261-P305+P351+P338 |
Num. heavy atoms | 14 |
Num. arom. heavy atoms | 6 |
Fraction Csp3 | 0.1 |
Num. rotatable bonds | 1 |
Num. H-bond acceptors | 3.0 |
Num. H-bond donors | 1.0 |
Molar Refractivity | 52.5 |
TPSA ? Topological Polar Surface Area: Calculated from |
46.53 Ų |
Log Po/w (iLOGP)? iLOGP: in-house physics-based method implemented from |
1.8 |
Log Po/w (XLOGP3)? XLOGP3: Atomistic and knowledge-based method calculated by |
2.13 |
Log Po/w (WLOGP)? WLOGP: Atomistic method implemented from |
2.09 |
Log Po/w (MLOGP)? MLOGP: Topological method implemented from |
1.75 |
Log Po/w (SILICOS-IT)? SILICOS-IT: Hybrid fragmental/topological method calculated by |
2.28 |
Consensus Log Po/w? Consensus Log Po/w: Average of all five predictions |
2.01 |
Log S (ESOL):? ESOL: Topological method implemented from |
-2.74 |
Solubility | 0.384 mg/ml ; 0.00182 mol/l |
Class? Solubility class: Log S scale |
Soluble |
Log S (Ali)? Ali: Topological method implemented from |
-2.74 |
Solubility | 0.384 mg/ml ; 0.00183 mol/l |
Class? Solubility class: Log S scale |
Soluble |
Log S (SILICOS-IT)? SILICOS-IT: Fragmental method calculated by |
-2.71 |
Solubility | 0.406 mg/ml ; 0.00193 mol/l |
Class? Solubility class: Log S scale |
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) |
No |
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) |
No |
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 |
-6.07 cm/s |
Lipinski? Lipinski (Pfizer) filter: implemented from |
0.0 |
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 |
0.0 |
Bioavailability Score? Abbott Bioavailability Score: Probability of F > 10% in rat |
0.56 |
PAINS? Pan Assay Interference Structures: implemented from |
0.0 alert |
Brenk? Structural Alert: implemented from |
0.0 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) |
2.68 |
* 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 |
---|---|---|
65% | Stage #1: With sodium hydroxide In tetrahydrofuran; water for 4 h; Heating / reflux Stage #2: With hydrogenchloride In tetrahydrofuran; water |
5-chloro-2-hydroxy-benzaldehyde Compound 15a (10.0 mmol, 1.7 g), acrylonitrile(50.0 mmol, 2.14 mL) and DABCO (2.33 mmol, 0.26 g) were mixed together and heated toreflux overnight using an oil bath. After the flask was cooled to room temperature, Et2O (100mL) was added and the Et2O layer was washed with 10percent NaOH solution followed by IN HCland brine. The organic layer was dried over MgSO4, filtered and the solvent was removed invacuo to obtain 6-chloro-2H-chromene-3-carbonitrile Compound 15b as a yellow solid (1.42 g,74percent), which was used in the next step without further purification (the preceding was describedin Wise, L. et al. J. Med. Chem., 1988, 31, 688).; THF (2 mL) and 10percent NaOH solution (100 mL) was added to a round bottom flaskcontaining Compound 15b (7.43 mmol, 1.42 g). The solution was heated to reflux for 4 hrs.The flask was immersed in an ice-bath and the solution was acidified by careful addition ofcone. HCl. The resulting pale yellow solid was filtered and dried in a vacuum oven to obtain 6-chloro-2H-chromene-3-carboxylic acid Compound 15c (1.02 g, 65percent).; Sodium triacetoxyborohydride (3.5 mmol, 0.75 g) was added to a mixture of 4-nitro-fnmnmitirl tlf\\ O K mmnl fl 47 cA ('9.<\\^-hirl\\/f Inf? 7 nhpnt-9-vlaminp <~.rmnminrl15d (3.0 mmol, 0.33 g) and glacial acetic acid (3 drops) in CH2C12 (40 mL). The resultingsuspension was allowed to stir at room temperature for 12 hrs. An aliquot of the reactionmixture showed the formation of product (MS m/e 247,100percent). An aqueous solution offormaldehyde (37percent solution, 9.6 mmol, 0.8 mL) was added to the reaction mixture followed bysodium triacetoxyborohydride (3.5 mmol, 0.75 g) and the mixture was allowed to stir at r.t. for2 hrs. The reaction mixture was basified with 2N NaOH solution and was extracted withCH2C12. The organic layer was washed with brine, separated and dried over Na2SO4. Thedrying agent was filtered and the solvent was removed in vacua to obtain (25)-bicyclo[2.2,l]hept-2-yl-methyl-(4-nitro-benzyl)-amine Compound 15e (0.72 g, 98percent) as anorange oil. MS m/e 261 (M+H, 100percent), which was used in the next step without furtherpurification.; SnCl2.2H2O (10.4 mmol, 2.35 g) was added to a solution of Compound 15e (2.76mmol, 0.72 g) in EtOH (25 mL) at r.t. The resulting yellow solution was stirred for 2 days.The solvent was removed in vacua and the resulting residue was basified with 2N NaOHsolution and the aqueous layer was extracted with CH2C12 (2 X 30 mL). The combined organiclayers were dried over Na2SC>4, filtered and the solvent was removed in vacuo to obtain (25)-(4-amino-benzyl)-bicyclo[2.2.1]hept-2-yl-methyl-amine Compound 15f (0.54 g, 85percent yield) as athick yellow oil. MS m/e 231 (M+H, 100percent), which was used in the next step without furtherpurification.; EDCI (0.33 mmol, 0.07 g) was added in one portion to a suspension of Compound 15f(0.24 mmol, 0.06 g), 6-ch]oro-2H-chromene-3-carboxylic acid Compound 15g (0.22 mmol,0.04 g) and HO'Bt (0.22 mmol, 0.03 g) in DMF (5,0 mL) at 0°C. The resulting suspension waswarmed to r.t. and then a crystal of DMAP and Et3N (0.65 mmol, 0.1 mL) was added and thereaction mixture was stirred overnight. The orange-yellow suspension was poured in water andwas extracted with EtOAc (25 mL). The organic layer was washed with water (2 X 20 mL)followed by 5percent NaOH solution (10 rnL) and brine. The organic layer was separated, driedover NajSCM and filtered. The solvent was removed iirvacuo and the resulting residue wast ''purified by preparative TLC (15:1 CH2Cl2/MeOH) to yield 6-chloro-2H-chromene-3-carboxylicacid (2>S)-{4-[(bicyclo[2.2.1]hept-2-yl-methyl-amino)-methyl]-phenyl}-amide Compound ISh(0.06 g, 61percent) as a pale yellow solid. MS m/e 423 (M+H, 100percent).; lodomethane (0.5 mL) was added to a solution of Compound 15h (0.08 mmol, 0,03 g)in CH2C12 (1.0 mL) at r.t. and the resulting solution was allowed to stand overnight. A yellowprecipitate was observed and the solvent was removed in vacua. The resulting yellow solidwas washed with Et2O to obtain Compound 110 (0.05 g, 96percent) as a yellow solid. MS m/e 437(M+H, 100percent). |
65% | Stage #1: With sodium hydroxide; water In tetrahydrofuran for 4 h; Heating / reflux Stage #2: With hydrogenchloride; water In tetrahydrofuran |
THF (2 mL) and 10percent NaOH solution (100 mL) was added to a round bottom flask containing Compound 15b (7.43 mmol, 1.42 g). The solution was heated to reflux for 4 hrs. The flask was immersed in an ice-bath and the solution was acidified by careful addition of conc. HCl. The resulting pale yellow solid was filtered and dried in a vacuum oven to obtain 6-chloro-2H-chromene-3-carboxylic acid Compound 15c (1.02 g, 65percent). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
87.4% | With potassium hydroxide In water for 42 h; Reflux | General procedure: General procedure for synthesis of the chromene-3-carboxylic acids 10a-e The general procedure for preparation of the chromene-3-carboxylic acids 10a-e is illustrated by the following example. A stirred mixture of the Baylis-Hillman adduct 7b (1.0 mmol) and KOH (4.0 mmol) in water (4 mL) was heated under reflux for 42 h. After cooling to room temperature, the reaction mixture was acidified with 2 M-HCl. The resulting precipitate was filtered off, washed and dried to afford 6-bromo-2H-chromene-3-carboxylic acid 10b. 3.4.2 6-Chloro-2H-chromene-3-carboxylic acid 10c 6-Chloro-2H-chromene-3-carboxylic acid 10c as a yellow solid (185 mg, 87.4percent), mp 242-243 °C (lit. 14 240.1-241.2 °C); 1H NMR (600 MHz; DMSO-d6): δ 4.94 (2H, s), 6.88 (1H, d, J=8.6 Hz), 7.29 (1H, d, J=8.6 Hz), 7.44 (1H, s), 7.46 (1H, s) and 12.98 (1H, br s); 13C NMR (150 MHz; DMSO-d6): δ 64.4, 117.4, 122.5, 124.8, 125.2, 128.2, 131.0, 131.1, 153.1 and 165.3. |
A109198 [3438-16-2]
5-Chloro-2-methoxybenzoic acid
Similarity: 0.86
A119364 [70384-83-7]
Ethyl 5-chloro-2-oxo-2H-chromene-3-carboxylate
Similarity: 0.86
A122970 [57479-70-6]
4-Chloro-2-methoxybenzoic acid
Similarity: 0.84
A383911 [20526-97-0]
3-(4-Chlorobenzylidene)isobenzofuran-1(3H)-one
Similarity: 0.82
A120961 [3260-89-7]
2-Chloro-6-methoxybenzoic acid
Similarity: 0.82
A109198 [3438-16-2]
5-Chloro-2-methoxybenzoic acid
Similarity: 0.86
A122970 [57479-70-6]
4-Chloro-2-methoxybenzoic acid
Similarity: 0.84
A106803 [201150-65-4]
4,5-Dichloro-2-methoxybenzoic acid
Similarity: 0.82
A120961 [3260-89-7]
2-Chloro-6-methoxybenzoic acid
Similarity: 0.82
A177978 [22775-37-7]
3,5-Dichloro-2-methoxybenzoic acid
Similarity: 0.81
A119364 [70384-83-7]
Ethyl 5-chloro-2-oxo-2H-chromene-3-carboxylate
Similarity: 0.86
A440648 [531-81-7]
2-Oxo-2H-chromene-3-carboxylic acid
Similarity: 0.75
A291718 [6093-71-6]
Ethyl 7-hydroxy-2-oxo-2H-chromene-3-carboxylate
Similarity: 0.74
A126488 [6174-86-3]
3-Chloro-7-hydroxy-4-methyl-2H-chromen-2-one
Similarity: 0.73