Structure of 100784-27-8
*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. : | 100784-27-8 |
Formula : | C6H8ClN3O4S |
M.W : | 253.66 |
SMILES Code : | COC(=O)C1=C(N(C)N=C1Cl)S(N)(=O)=O |
MDL No. : | MFCD13152198 |
InChI Key : | PVZNZXMAJKZBCU-UHFFFAOYSA-N |
Pubchem ID : | 10587002 |
GHS Pictogram: |
![]() |
Signal Word: | Warning |
Hazard Statements: | H302-H315-H319-H335 |
Precautionary Statements: | P261-P305+P351+P338 |
Num. heavy atoms | 15 |
Num. arom. heavy atoms | 5 |
Fraction Csp3 | 0.33 |
Num. rotatable bonds | 3 |
Num. H-bond acceptors | 6.0 |
Num. H-bond donors | 1.0 |
Molar Refractivity | 50.77 |
TPSA ? Topological Polar Surface Area: Calculated from |
112.66 Ų |
Log Po/w (iLOGP)? iLOGP: in-house physics-based method implemented from |
0.95 |
Log Po/w (XLOGP3)? XLOGP3: Atomistic and knowledge-based method calculated by |
-0.05 |
Log Po/w (WLOGP)? WLOGP: Atomistic method implemented from |
0.59 |
Log Po/w (MLOGP)? MLOGP: Topological method implemented from |
-0.93 |
Log Po/w (SILICOS-IT)? SILICOS-IT: Hybrid fragmental/topological method calculated by |
-0.83 |
Consensus Log Po/w? Consensus Log Po/w: Average of all five predictions |
-0.06 |
Log S (ESOL):? ESOL: Topological method implemented from |
-1.43 |
Solubility | 9.43 mg/ml ; 0.0372 mol/l |
Class? Solubility class: Log S scale |
Very soluble |
Log S (Ali)? Ali: Topological method implemented from |
-1.87 |
Solubility | 3.46 mg/ml ; 0.0136 mol/l |
Class? Solubility class: Log S scale |
Very soluble |
Log S (SILICOS-IT)? SILICOS-IT: Fragmental method calculated by |
-1.06 |
Solubility | 22.0 mg/ml ; 0.0869 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) |
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 |
-7.88 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<0.0 |
Synthetic accessibility? Synthetic accessibility score: from 1 (very easy) to 10 (very difficult) |
2.62 |
* 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 |
---|---|---|
96% | With triethylamine; In acetonitrile; at 60.0℃; for 0.166667h;Microwave irradiation; | A mixture of compound 6 (0.32 g, 1.16 mmol), compound 4 (0.25 g, 0.98 mmol) and triethylamine (0.12 g, 1.18 mmol) in acetonitrile (5 mL) was irradiated in a microwave at 60 C for 10 min. After completion of the reaction (checked by TLC), the reaction mixture was diluted with water (10 mL) and extracted with dichloromethane (10 mL). The organic layer was washed with 1 M HCl (2 × 5 mL) and then with water (20 mL) followed by brine solution (10 mL). The organic layer was dried over anhydrous sodium sulphate (6.2 g), filtered and evaporated under reduced pressure to obtain the crude product. The crude product was re-crystallized in acetonitrile (10 mL) to obtain the pure compound 7. Off-white powder; Yield: 0.410 g, 96 %; m.p.: 176 C (Lit. m.p.: 175.5-177.2 C); 1H NMR (400 MHz, CDCl3): delta 7.56 (s, 1H), 5.64 (s, 1H), 4.17 (s, 1H), 3.86 (s, 6H), 3.71 (s, 3H); ESI-MS: m/z,435.1 (M+1)+. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
REFERENCE EXAMPLE 2 Synthesis of 3-chloro-4-methoxycarbonyl-1-methylpyrazole-5-sulfonamide Following the procedure as described in Reference example 1, 3-chloro-4-methoxycarbonyl-1-methylpyrazole-5-sulfonamide was synthesised. m.p.: 125-126 C. Intermediate compound: 3-chloro-4-methoxycarbonyl-1-methylpyrazole-5-sulfonyl chloride. b.p.: 123 C./0.25 mmHg. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
5.2 g | With potassium carbonate; In acetone; for 3.0h;Reflux; | To a mixture of <strong>[100784-27-8]3-chloro-4-methoxycarbonyl-1-methylpyrazole-5-sulfonamide</strong> (7.0 g), 5.3 g anhydrous potassium carbonate and 50 ml of dry acetone, 2.8 g of n-butyl isocyanate was added at room temperature. The mixture was refluxed for 3 hours. (0092) After refluxing, acetone was evaporated under reduced pressure and the residue was dissolved in ice-water. After separation of a trace of water insolubles, the filtrate was acidified with hydrochloric acid and the crystals formed were filtered, washed with water and dried to obtain 5.2 g N-(n-butylcarbamoyl)-<strong>[100784-27-8]3-chloro-4-methoxycarbonyl-1-methylpyrazole-5-sulfonamide</strong>. |
With potassium carbonate; In toluene; for 3.0h;Reflux; | To a mixture of 7.0 g of <strong>[100784-27-8]3-chloro-4-methoxycarbonyl-1-methylpyrazole-5-sulfonamide</strong>, 5.3 g of anhydrous potassium carbonate and 50 ml of dry acetone there was added 2.8 g of n-butyl isocyanate at room temperature, and the mixture was refluxed for 3 hours. After the reaction, acetone was evaporated under reduced pressure and the residue was dissolved in ice-water. After separation of a trace of water insolubles, the filtrate was made acidic with hydrochloric acid and the crystals formed were filtered, washed with water and dried to give 5.2 g of N-(n-butylcarbamoyl)-3-chloro-4-methoxycarbonyl-1-methlpyrazole-5-sulfonamide. (0065) Into a mixture of 120 ml of dry toluene and the product obtained from the above procedure, 4.2 g of phosgene was passed under reflux. Then, the reaction mixture was further refluxed for 1.5 hours. After completion of the reaction, evaporation under reduced pressure to obtain crude 3-chloro-4-ethoxycarbonyl-1-methylpyrazole-5-sulfonyl isocyanate. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
95.1% | With ammonium hydroxide; at 50.0℃; for 2.0h; | The combined dichloromethane layer was added to the reaction apparatus, was added 28wt% aqueous ammonia 250g (2mol), at 50 Amination reaction temperature 2h.After the reaction, after washing, centrifuging and drying, 120.5 g of chloropyrazole sulfonamide was obtained with a purity of 98.0% and a yield of95.1% [Step 3 of 3-chloro-1-methylpyrazole-5-dimethylaminothiocarbonyloxy-4-carboxylic acid methyl ester]. |
4.41 g | With ammonium carbonate; In acetonitrile; at 20.0℃; | To a stirred mixture of compound 3 (4 g, 19.35 mmol), tetrabutylammonium chloride (21.5 g, 77.36 mmol) and water (0.87 g, 48.33 mmol) in MeCN (25 mL) at 0 C, N-chlorosuccinimide (7.75 g, 58.04 mmol) was added as a solid in portions over 1-2 min. After 30 min, ammonium carbonate (1.95 g, 20.30 mmol) was added to the mixture over 1-2 min. The resulting mixture was stirred at room temperature for 12 h (until TLC showed complete disappearance of starting material). The mixture was filtered and rinsed with acetonitrile (20 mL). The filtrate was evaporated to obtain compound 4. Recrystallization from a mixture of EtOH and water resulted in pure product. White solid, Yield: 4.41 g, 90 %; m.p.: 125-126 C; 1H NMR (DMSO-d6, 300 MHz): delta 8.10 (brs, 2H, NH2), 4.05 (s, 3H, NMe), 3.88 (s, 3H); ESI-MS: m/z, 254 (M+1). |