Structure of 677304-89-1
*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. : | 677304-89-1 |
Formula : | C10H10N2O2S |
M.W : | 222.26 |
SMILES Code : | O=C(C1=C(SC(N)=N2)C2=CC=C1)OCC |
MDL No. : | MFCD13195422 |
InChI Key : | JJJDYTDZPDRXCF-UHFFFAOYSA-N |
Pubchem ID : | 45076983 |
GHS Pictogram: |
![]() |
Signal Word: | Warning |
Hazard Statements: | H302-H315-H319-H332-H335 |
Precautionary Statements: | P261-P280-P305+P351+P338 |
Num. heavy atoms | 15 |
Num. arom. heavy atoms | 9 |
Fraction Csp3 | 0.2 |
Num. rotatable bonds | 3 |
Num. H-bond acceptors | 3.0 |
Num. H-bond donors | 1.0 |
Molar Refractivity | 60.11 |
TPSA ? Topological Polar Surface Area: Calculated from |
93.45 Ų |
Log Po/w (iLOGP)? iLOGP: in-house physics-based method implemented from |
2.12 |
Log Po/w (XLOGP3)? XLOGP3: Atomistic and knowledge-based method calculated by |
2.25 |
Log Po/w (WLOGP)? WLOGP: Atomistic method implemented from |
2.06 |
Log Po/w (MLOGP)? MLOGP: Topological method implemented from |
1.47 |
Log Po/w (SILICOS-IT)? SILICOS-IT: Hybrid fragmental/topological method calculated by |
2.57 |
Consensus Log Po/w? Consensus Log Po/w: Average of all five predictions |
2.09 |
Log S (ESOL):? ESOL: Topological method implemented from |
-2.88 |
Solubility | 0.292 mg/ml ; 0.00131 mol/l |
Class? Solubility class: Log S scale |
Soluble |
Log S (Ali)? Ali: Topological method implemented from |
-3.85 |
Solubility | 0.0315 mg/ml ; 0.000142 mol/l |
Class? Solubility class: Log S scale |
Soluble |
Log S (SILICOS-IT)? SILICOS-IT: Fragmental method calculated by |
-3.1 |
Solubility | 0.177 mg/ml ; 0.000794 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 |
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) |
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) |
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 |
-6.06 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 |
0.55 |
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) |
2.43 |
* 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 3-[(aminothioxomethyl)amino]benzoic acid ethyl ester; In chloroform; acetic acid; at 20 - 70℃; for 17.5h;Heating / reflux; | A solution of thiocarbamate (1.95 g, 12.2 mmol, 2.11 eqiv) in chloroform (10 mL) was added dropwise over a period of 40 min to a vigorously maintained mixture of ethyl 3-[(aminocarbonothioyl)amino]benzoate (1.30 g, 5.78 mmol, 1.00 eqiv), glacial acetic acid (10 mL) and chloroform (10 mL). The mixture was maintained 30 min at rt and then was heated at 70 C for 4 h. The mixture was allowed to cool to room temperature and maintained for an additional 13 h. The volatiles were removed under reduced pressure and the solid residue was suspended in a mixture of chloroform (10 mL) and acetone (10 mL). The product was isolated by filtration, washed successively with acetone (5 mL) and hexanes (10 mL), and dried in a vacuum oven to provide 1.65 g (95%) of product as a mixture of ethyl 2-amino-1,3-benzothiazole-7-carboxylate hydrobromide and ethyl 2-amino-1,3-benzothiazole-5-carboxylate hydrobromide in a ratio of 95/5, respectively. This product was partitioned between saturated aqueous solution of sodium bicarbonate (25 mL) and a mixture of ethyl acetate (70 mL) and tetrahydrofuran (30 mL). The organic layer was separated, dried over anhydrous sodium sulfate and concentrated. The residue was crystallized form ethyl acetate to provide pure ethyl 2-amino-1,3-benzothiazole-7-carboxylate. 1H NMR (500 MHz, DMSO-d6) & delta 1.35 (t, J= 7.5, 3H), 4.36 (q, J= 7, 2H), 7.35 (t, J= 7.5, 1H), 7.57 (d, J= 7,1H), 7.61 (bs, 2H), 7.65 (d, J= 8,1H); MS (EI) m/z 223 (M+ +1) |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With sodium hydrogencarbonate; In tetrahydrofuran; water; ethyl acetate; | A solution of ethyl 3-aminobenzoate (90 mmol) in chlorobenzene (100 mL) was cooled to-10 C and treated with sulfuric acid (45 mmol), dropwise. After 15 min, solid potassium thiocyanate (95 mmol) was added in several portions over 30 min followed by 18-crown-6 (250 mg). The mixture was heated at 100 C for 10 h, allowed to cool to rt, and was maintained for an additional 4 h. The precipitated solids were isolated by filtration and were washed successively with chlorobenzene (25 mL) and hexanes (3 x 100 mL). The solid was suspended in water (300 mL) and the suspension was maintained 30 min. The product was isolated by filtration and washed with water (2 x 100 mL). The product was dried in a vacuum oven (55 C) for 16 h, thus providing the thiocarbamate in 69% yield.'H NMR (500 MHz, Me2SO-d6) 5 1.32 (t, J= 7.5, 3H), 4.32 (q, J = 7, 2H), 7.44-7. 47 (m, 2H), 7.68-7. 76 (m, 3H), 8.05 (s, 1H), 9. 86 (s, 1H); MS (APCI) m/z 225 (M++1). A solution of thiocarbamate (12.2 mmol) in chloroform (10 mL) was added dropwise over a period of 40 min to a vigorously maintained mixture of ethyl 3- [(aminocarbonothioyl) amino] benzoate (5.78 mmol), glacial acetic acid (10 mL) and chloroform (10 mL). The mixture was maintained 30 min at rt and then was heated at 70 C for 4 h. The mixture was allowed to cool to room temperature and maintained for an additional 13 h. The volatiles were removed under reduced pressure and the solid residue was suspended in a mixture of chloroform (10 mL) and acetone (10 mL). The product was isolated by filtration, washed successively. with acetone (5 mL) and hexanes (10 mL), and dried in a vacuum oven, thus providing the product in 95% yield as a mixture of ethyl 2-amino-1, 3-benzothiazole-7-carboxylate hydrobromide and ethyl 2-amino-1, 3- benzothiazole-5-carboxylate hydrobromide in a ratio of 95/5, respectively. This product was partitioned between saturated aqueous solution of sodium bicarbonate (25 mL) and a mixture of ethyl acetate (70 mL) and tetrahydrofuran (30 mL). The organic layer was separated, dried over anhydrous sodium sulfate and concentrated. The residue was crystallized form ethyl acetate, thus providing pure ethyl 2-amino-1, 3-benzothiazole-7- carboxylate. 1H NMR (500 MHz, Me2SO-d6) 8 1. 35 (t, J= 7.5, 3H), 4.36 (q, J= 7,2H), 7. 35 (t, J= 7. 5, 1H), 7.57 (d, J= 7, 1H), 7.61 (bs, 2H), 7.65 (d, J= 8, 1H) ; MS (EI) mlz 223 (M++1). iso-Amylnitrite (53 mmol) was added to a solution of ethyl 2-amino-1, 3-benzothiazole-7- carboxylate (5.40 g) in tetrahydrofuran (70 mL) and the mixture was heated at reflux for 4 h. The volatiles were removed under reduced pressure and the residue was purified by chromatography (0/100 to 5/95 methanol/dichloromethane), thus providing the ester in 71% yield. lH NMR (500 MHz, CDC13) 6 1. 47 (t, J = 7. 5,3H), 4.49 (q, J= 7, 2H), 7.62 (t, J= 8, 1H), 8.20 (d, J= 6.5, 1H), 8.33 (d, J= 8, 1H), 9.12 (s, 1H); MS (EI) m/z 208 (M++1). A 50% aqueous sodium hydroxide (10 mL) was added to a 0 C solution of ethyl 1, 3-benzothiazole-7-carboxylate (16.89 mmol) in a mixture of methanol (65 mL), tetrahydrofuran (20 mL) and water (5 mL). The mixture was maintained at room temperature for 4 h and the volatiles were removed under reduced pressure. The residue was dissolved in water (100 mL) and concentrated hydrochloric acid was added to adjust the pH of the solution to 5. The mixture was cooled to 0 C and maintained for 30 min. The product was isolated by filtration, washed with water (10 mL), and dried in vacuum oven (70 C) for 16 h, thus providing the acid in 91% yield. 1H NMR (500 MHz, Me2 S O-d6) 8 7.71 (t, J = 7.5, 1H), 8.15 (d, J = 7, 1H), 8. 38 (d, J = 8, 1H), 9. 51 (s, 1H), 13.74 (bs, 1H); MS (APCI) m/z 178 (M-1). |
A194598 [66947-92-0]
Methyl 2-amino-1,3-benzothiazole-6-carboxylate
Similarity: 0.94
A138105 [50850-93-6]
Ethyl 2-aminobenzo[d]thiazole-6-carboxylate
Similarity: 0.87
A138084 [436088-66-3]
2-Methoxyethyl 2-aminobenzo[d]thiazole-6-carboxylate
Similarity: 0.86
A261034 [103261-70-7]
Ethyl benzo[d]thiazole-5-carboxylate
Similarity: 0.85
A170555 [1190320-40-1]
Methyl 4-methylbenzo[d]thiazole-6-carboxylate
Similarity: 0.82
A194598 [66947-92-0]
Methyl 2-amino-1,3-benzothiazole-6-carboxylate
Similarity: 0.94
A138105 [50850-93-6]
Ethyl 2-aminobenzo[d]thiazole-6-carboxylate
Similarity: 0.87
A138084 [436088-66-3]
2-Methoxyethyl 2-aminobenzo[d]thiazole-6-carboxylate
Similarity: 0.86
A125455 [93-85-6]
2-Aminobenzo[d]thiazole-6-carboxylic acid
Similarity: 0.81
A380596 [30132-15-1]
2-(2-Aminobenzo[d]thiazol-6-yl)acetic acid
Similarity: 0.81