There will be a HazMat fee per item when shipping a dangerous goods. The HazMat fee will be charged to your UPS/DHL/FedEx collect account or added to the invoice unless the package is shipped via Ground service. Ship by air in Excepted Quantity (each bottle), which is up to 1g/1mL for class 6.1 packing group I or II, and up to 25g/25ml for all other HazMat items.
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 3355-28-0
*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. : | 3355-28-0 |
Formula : | C4H5Br |
M.W : | 132.99 |
SMILES Code : | CC#CCBr |
MDL No. : | MFCD00190233 |
InChI Key : | LNNXOEHOXSYWLD-UHFFFAOYSA-N |
Pubchem ID : | 2756862 |
GHS Pictogram: |
![]() ![]() |
Signal Word: | Danger |
Hazard Statements: | H225-H315-H319-H335 |
Precautionary Statements: | P210-P240-P241-P242-P243-P261-P264-P271-P280-P303+P361+P353-P304+P340-P305+P351+P338-P312-P363-P370+P378-P403+P233-P501 |
Class: | 3 |
UN#: | 1993 |
Packing Group: | Ⅲ |
Num. heavy atoms | 5 |
Num. arom. heavy atoms | 0 |
Fraction Csp3 | 0.5 |
Num. rotatable bonds | 0 |
Num. H-bond acceptors | 0.0 |
Num. H-bond donors | 0.0 |
Molar Refractivity | 27.37 |
TPSA ? Topological Polar Surface Area: Calculated from |
0.0 Ų |
Log Po/w (iLOGP)? iLOGP: in-house physics-based method implemented from |
1.97 |
Log Po/w (XLOGP3)? XLOGP3: Atomistic and knowledge-based method calculated by |
1.61 |
Log Po/w (WLOGP)? WLOGP: Atomistic method implemented from |
1.48 |
Log Po/w (MLOGP)? MLOGP: Topological method implemented from |
2.27 |
Log Po/w (SILICOS-IT)? SILICOS-IT: Hybrid fragmental/topological method calculated by |
1.27 |
Consensus Log Po/w? Consensus Log Po/w: Average of all five predictions |
1.72 |
Log S (ESOL):? ESOL: Topological method implemented from |
-1.68 |
Solubility | 2.79 mg/ml ; 0.0209 mol/l |
Class? Solubility class: Log S scale |
Very soluble |
Log S (Ali)? Ali: Topological method implemented from |
-1.22 |
Solubility | 7.98 mg/ml ; 0.06 mol/l |
Class? Solubility class: Log S scale |
Very soluble |
Log S (SILICOS-IT)? SILICOS-IT: Fragmental method calculated by |
-1.57 |
Solubility | 3.55 mg/ml ; 0.0267 mol/l |
Class? Solubility class: Log S scale |
Soluble |
GI absorption? Gatrointestinal absorption: according to the white of the BOILED-Egg |
Low |
BBB permeant? BBB permeation: according to the yolk of the BOILED-Egg |
No |
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) |
No |
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 |
-5.97 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 |
3.0 |
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 |
2.0 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) |
3.91 |
* 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 |
---|---|---|
95% | With potassium carbonate; In N,N-dimethyl-formamide; at 20℃; for 15h; | To an anhydrous N,N-dimethylformamide solution (2.0 mL) of N-t-butoxycarbonyl-L-tyrosine-t-butyl ester (338 mg, 1.0 mM), potassium carbonate (173 mg, 1.25 mM) and 1-bromo-2-butyne (147 mg, 1.1 mM) were added, followed by stirring at room temperature for 15 hours. Ethyl acetate (30 mL) was added to the reaction solution, followed by washing three times with water (20 mL) and with brine (20 mL) sequentially. The ethyl acetate layer was dehydrated and dried over anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure. Subsequently, the resulting oily substance was purified by silica gel column chromatography. From n-hexane/ethyl acetate (5:1) eluted fraction, Compound 48 (370 mg, 95%) was obtained as a colorless oily substance. Physicochemical property of Compound 48 Molecular weight: 389 FAB-MS (positive mode, matrix m-NBA) 390 (M+H+) 1H-NMR Chemical shift value delta (in deuterated chloroform): 1.41 (9H, s), 1.42 (9H, s), 1.86 (3H, t, J=2.5Hz), 3.00 (2H, d, J=6.0Hz), 4.41 (1H, dd, J=7.5, 6.0Hz), 4.62 (2H, q, J=2.5Hz), 4.97 (1H, d, J=7.5Hz), 6.88 (2H, d, J=8.5Hz), 7.08 (2H, d, J=8.5Hz) |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
92% | With potassium carbonate; In DMF (N,N-dimethyl-formamide); at 20℃; | EXAMPLE V dimethyl 2-bromo-3-(2-butyn-1-yl)-1H-imidazole-4,5-dicarboxylate 4.53 ml of 1-bromo-2-butyne are added to 13.20 g <strong>[705280-65-5]dimethyl 2-bromo-1H-imidazole-4,5-dicarboxylate</strong> and 8.57 g potassium carbonate in 70 ml N,N-dimethylforrnamide and the reaction mixture is stirred overnight at ambient temperature. For working up it is combined with water and extracted with ethyl acetate. The combined organic phases are dried over magnesium sulphate and evaporated down. Yield: 14.58 g (92% of theory) Mass spectrum (ESI+): m/z=315, 317 [M+H]+ |
75% | With N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; for 2.0h;Heating / reflux; | 136a) dimethyl 2-bromo-1-(but-2-ynyl)-1H-imidazol-4,5-dicarboxylate A solution of 15.0 g (57.0 mmol) of dimethyl 2-bromo-imidazole-4,5-dicarboxylate, 5.15 ml (57.0 mmol) of 1-bromo-2-butyne and 50 ml of N,N-diisopropylethylamine in 280 ml of tetrahydrofuran was refluxed for one hour. The mixture was concentrated by evaporation, the residue combined with approx. 100 ml of water and extracted three times with 70 ml of ethyl acetate. The extracts were washed with 50 ml of water, dried and evaporated down. The crude product thus obtained was purified by column chromatography (silica gel; eluant:dichloromethane with 0-2% ethanol). Yield: 75% of theory. C11H11BrN2O4 (315.13) Rf value: 0.82 (silica gel; dichloromethane/ethanol 9:1) Mass spectrum: (M+H)+=315/317 |
75% | With N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; for 1.0h;Heating / reflux; | EXAMPLE I Dimethyl 2-bromo-1-(2-butyn-1-yl)-1H-imidazole-4,5-dicarboxylate A solution of 15.0 g dimethyl 2-bromo-imidazole-4,5-dicarboxylate, 5.15 ml 1-bromo-2-butyne and 50 ml N,N-diisopropylethylamine in 280 ml of tetrahydrofuran is refluxed for one hour. The mixture is concentrated by evaporation, the residue is combined with approx. 100 ml of water and extracted three times with 70 ml of ethyl acetate. The extracts are washed with 50 ml of water, dried and evaporated down. The crude product thus obtained is purified by column chromatography through silica gel with methylene chloride/ethanol (1:0→49:1) as eluant. Yield: 13.50 g (75% of theory) Rf value: 0.82 (silica gel, methylene chloride/ethanol=9:1) Mass spectrum (ESI+): m/z=315/317 (Br) [M+H]+ |
75% | With N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; for 1.0h;Heating / reflux; | EXAMPLE IX Dimethyl 2-bromo-1-(2-butyn-1-yl)-1H-imidazole-4,5-dicarboxylate A solution of 15.0 g of dimethyl 2-bromo-imidazole-4,5-dicarboxylate, 5.15 ml of 1-bromo-2-butyne and 50 ml of N,N-diisopropylethylamine in 280 ml of tetrahydrofuran is refluxed for one hour. The mixture is concentrated by evaporation, the residue is combined with approx. 100 ml of water and extracted three times with 70 ml of ethyl acetate. The extracts are washed with 50 ml of water, dried and evaporated down. The crude product thus obtained is purified by column chromatography through silica gel using methylene chloride/ethanol (100:0 to 98:2) as eluant. Yield: 13.50 g (75% of theory) Rf value: 0.82 (silica gel, methylene chloride/ethanol=9:1) Mass spectrum (ESI+): m/z=315, 317 [M+H]+ |
74% | With potassium carbonate; In N,N-dimethyl-formamide; at 20℃; for 12.0h; | b) dimethyl 2-bromo-1-(but-2-ynyl)-1H-imidazole-4,5-dicarboxylate 3.06 g 1-bromo-2-butyne are added dropwise to a mixture of 6.00 g of <strong>[705280-65-5]dimethyl 2-bromo-1H-imidazole-4,5-dicarboxylate</strong> and 3.80 g of potassium carbonate in 40 ml of dimethylformamide. The mixture is stirred for 12 h at ambient temperature and then added to an aqueous saturated solution of sodium thiosulphate. The organic phase is separated off and the aqueous phase is extracted three times with ethyl acetate. The combined organic phases are dried over sodium sulphate, the solvent is removed and the residue is chromatographed over silica gel (cyclohexane/ethyl acetate 4:1>1:1). Yield: 5.28 g (74% of theory) Mass spectrum (ESI+): m/z=315/317 (Br) [M+H]+ |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
719 mg | With potassium carbonate; In N,N-dimethyl-formamide; at 20℃; for 3h;Inert atmosphere; | t-Butyl [(S)-2-(4-but-2-ynyloxy-phenyl)-1-hydroxymethyl-ethyl]-carbamate 4-((S)-2-Amino-3-hydroxy-propyl)-phenol hydrochloride (500 mg, 2.45 mmol) was dissolved in methanol (8.2 mL), and di-tert-butyl dicarbonate (1.24 mL, 5.39 mmol) and triethylamine (343 muL, 2.45 mmol) were added at room temperature. The reaction mixture was stirred for 3 hours, then poured into an aqueous solution of sodium bicarbonate, and extracted with ethyl acetate. The organic extract was washed with a saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The resulting residue was dissolved in DMF (7.5 mL). To the solution were added 1-bromo-but-2-yne (0.217 mL, 2.48 mmol) and potassium carbonate (389 mg, 2.82 mmol) at room temperature. The reaction mixture was stirred at room temperature for 3 hours. A saturated brine was added, and the mixture was extracted with ethyl acetate. The organic extract was dried over magnesium sulfate, and concentrated under reduced pressure to obtain the title compound (719 mg, 94% yield). ESI (LC/MS positive mode) m/z 320 (M+H); Rt 2.10 min. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
80% | N,N-di(but-2-yn- 1 -yI)-<strong>[455-37-8]3-fluorobenzamide</strong> To an ice cold solution of 1 -bromobut-2-yne (7.15 g, 53.8 mmol) in anhydrous DMF (45 mL) was added NaH (60%, 2.44 g, 61 .1 mmol). After stirring at 0 CC for 15 mm, a solution of 3- fluorobenzamide (3.4 g, 24.4 mmol) in anhydrous DMF (5 mL) was added dropwise over 1 hr. The resulting mixture was warmed up to RT and stirred for 1 hr before being quenched with water (100 mL) and extracted with ether (2x200 mL). The the combined ether solutions were were washed with brine, dried over Na2SO4 and concentrated under reduced pressure to give the crude product which was purified by column chromatography (silica gel, 0-15% EtOAc/petroleum ether) to afford N,N-di(but-2-yn-1 -yl)-<strong>[455-37-8]3-fluorobenzamide</strong> (4.78 g, 80% yield) as a yellow oil. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
86.3% | With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 50℃; for 3h; | A 1 L four-neck reaction flask was charged with compound V (40.0 g, 0.10 mol) and DMF (150 ml). After stirring for 30min, N, N-diisopropylethylamine (25.5g, 0.197mol) was slowly added to the system. After the addition was completed, the system was heated to 50 C in a hot water bath.A solution of 1-bromo-2-butyne (14.5 g, 0.11 mol) in DMF (40 mL) was then slowly added dropwise to the system. After the dropwise addition was completed, the system was stirred at 50 C. for 3 hours to reach the TLC plate until the starting compound V disappeared. The system was cooled down to 10 C, a large amount of solid was precipitated, H2O (300 mL) was added to the system, and then the system was cooled down to 5 C and stirred for 1 h. It was filtered with a Buchner funnel, and the obtained solid was washed with EtOH (300 mL) cooled in advance, and then the solid was blow-dried at 50 C to obtain a pale yellow solid (Compound Formula VI) (39.1 g, 86.3%). |