Structure of 148550-51-0
*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. : | 148550-51-0 |
Formula : | C8H10N2O4S |
M.W : | 230.24 |
SMILES Code : | O=C(C1=CN=C(S(=O)(C)=O)N=C1)OCC |
MDL No. : | MFCD07366751 |
InChI Key : | SHVJIPVRIOSGCA-UHFFFAOYSA-N |
Pubchem ID : | 254889 |
GHS Pictogram: |
![]() |
Signal Word: | Warning |
Hazard Statements: | H315-H319-H335 |
Precautionary Statements: | P261-P305+P351+P338 |
Num. heavy atoms | 15 |
Num. arom. heavy atoms | 6 |
Fraction Csp3 | 0.38 |
Num. rotatable bonds | 4 |
Num. H-bond acceptors | 6.0 |
Num. H-bond donors | 0.0 |
Molar Refractivity | 51.21 |
TPSA ? Topological Polar Surface Area: Calculated from |
94.6 Ų |
Log Po/w (iLOGP)? iLOGP: in-house physics-based method implemented from |
1.53 |
Log Po/w (XLOGP3)? XLOGP3: Atomistic and knowledge-based method calculated by |
-0.01 |
Log Po/w (WLOGP)? WLOGP: Atomistic method implemented from |
1.14 |
Log Po/w (MLOGP)? MLOGP: Topological method implemented from |
-0.51 |
Log Po/w (SILICOS-IT)? SILICOS-IT: Hybrid fragmental/topological method calculated by |
0.39 |
Consensus Log Po/w? Consensus Log Po/w: Average of all five predictions |
0.51 |
Log S (ESOL):? ESOL: Topological method implemented from |
-1.29 |
Solubility | 11.7 mg/ml ; 0.0509 mol/l |
Class? Solubility class: Log S scale |
Very soluble |
Log S (Ali)? Ali: Topological method implemented from |
-1.53 |
Solubility | 6.84 mg/ml ; 0.0297 mol/l |
Class? Solubility class: Log S scale |
Very soluble |
Log S (SILICOS-IT)? SILICOS-IT: Fragmental method calculated by |
-2.45 |
Solubility | 0.809 mg/ml ; 0.00352 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 |
-7.71 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) |
1.79 |
* 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 |
---|---|---|
57% | With potassium carbonate; In acetonitrile; at 20℃; for 0.5h; | To a solution of intermediate B (150mg, 0.76mmol) in MeCN (0.7ml) was added K2CO3. To this, a solution of intermediate A (174mg, 0.76mmol) in MeCN (0.7ml) was added dropwise resulting in a white suspension. Stirring at r.t. was continued for 30 EPO <DP n="80"/>min after which the white suspension turned pale yellow. The reaction mixture was evaporated, re dissolved in EtOAc (10ml) and washed with water (5ml). The EtOAc layer was dried (Na2SO4) filtered and concentrated to dryness. Purification by flash chromatography (100% DCM to 2% MeOH/DCM) gave the title compound as an off- white solid (0.15g, 57%). LCMS purity 89%, m/z 349 [M+H]+. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
90% | In 1,2-dimethoxyethane; at 20℃; for 0.166667h; | Step 3: (S)-Ethyl 2-(3-aminopyrrolidin-1-yl)pyrimidine-5-carboxylate (150)The methylsulfone 149 (450 mg, 1.95 mmol) was added to a solution of 3-(S)(-) aminopyrrolidine (253 mg, 2.93 mmol) in DME (10 ml). The reaction mixture was stirred for 10 min at room temperature and the solvent was evaporated. The remaining solid was dissolved in dichloromethane, the solution was washed with saturated aqueous NaHCO3 and brine, dried over MgSO4, filtered and concentrated in vacuo to afford the title compound 150 as a yellow solid (416 mg, 90% yield). 1H NMR: (DMSO) delta (ppm): 8.76 (s, 2H), 4.26 (q, J=7.1 Hz, 2H), 3.70-3.53 (m, 4H), 3.26 (dd, J=11.3, 3.9 Hz, 1H), 2.07-1.98 (m, 1H), 1.75-1.67 (m, 3H), 1.29 (t, J=7.0 Hz, 3H). LRMS (ESI): (calc.) 236.1; (obt.) 237.2 (M+H)+. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
57% | General procedure: 60% Sodium hydride (w/w) in mineral oil (0.0015 mol) was added to a mixture of appropriate III (0.001 mol) in THF (15 ml) under the condition of inert atmosphere using N2 flow at 5C. The reaction mixture was kept for 1 h at room temperature. A solution of 2-(methylsulfonyl)-5-pyrimidinecarboxylic acid, ethyl ester (0.0015 mol) in THF (15 ml) was slowly added to reaction mixture. The resulting reaction mixture was stirred for 2-3 h at 5C. The distilled water (20 ml) was added. The reaction mixture was extracted (10 ml x 3) with dichloromethane. The separated organic layer was dried over MgSO4, filtered, and the solvent was evaporated under reduced pressure to obtain crude product, recrytallized by ethyl acetate. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
49% | In 1,2-dimethoxyethane; at 50℃; | Using Procedure Y-3 (Table 5) with compound 479 the title compound 480 was obtained (550 mg, 49%) as a beige solid. MS (m/z): 343.4 (M+H) |
A125971 [73781-88-1]
Ethyl 2-(methylthio)pyrimidine-5-carboxylate
Similarity: 0.83
A404366 [38275-41-1]
Methyl 2-(methylthio)pyrimidine-5-carboxylate
Similarity: 0.81
A227698 [776-53-4]
Ethyl 4-amino-2-(methylthio)pyrimidin-5-carboxylate
Similarity: 0.76
A466017 [76360-82-2]
Ethyl 4-(methylamino)-2-(methylsulfanyl)-5-pyrimidinecarboxylate
Similarity: 0.73
A121862 [5909-24-0]
Ethyl 4-chloro-2-(methylthio)pyrimidine-5-carboxylate
Similarity: 0.70
A379211 [38275-50-2]
2-(Methylsulfonyl)pyrimidine-5-carbonitrile
Similarity: 0.72
A140057 [56621-92-2]
2-(Methylsulfonyl)pyrimidin-5-amine
Similarity: 0.66
A322624 [77166-01-9]
4-Methyl-2-(methylsulfonyl)pyrimidine
Similarity: 0.66
A134887 [25742-28-3]
Methyl 6-chloro-2-(methylsulfonyl)pyrimidine-4-carboxylate
Similarity: 0.65
A125971 [73781-88-1]
Ethyl 2-(methylthio)pyrimidine-5-carboxylate
Similarity: 0.83
A404366 [38275-41-1]
Methyl 2-(methylthio)pyrimidine-5-carboxylate
Similarity: 0.81
A227698 [776-53-4]
Ethyl 4-amino-2-(methylthio)pyrimidin-5-carboxylate
Similarity: 0.76
A466017 [76360-82-2]
Ethyl 4-(methylamino)-2-(methylsulfanyl)-5-pyrimidinecarboxylate
Similarity: 0.73
A745591 [397308-78-0]
4-Hydroxy-2-(methylthio)pyrimidine-5-carboxylic acid
Similarity: 0.72