Structure of 2164-66-1
*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. : | 2164-66-1 |
Formula : | C6H7N3O2 |
M.W : | 153.14 |
SMILES Code : | O=C(C1=NC(N)=NC=C1)OC |
MDL No. : | MFCD16657647 |
InChI Key : | IHGOYDMXENEUOO-UHFFFAOYSA-N |
Pubchem ID : | 57971148 |
GHS Pictogram: |
![]() |
Signal Word: | Warning |
Hazard Statements: | H315-H319-H335 |
Precautionary Statements: | P261-P305+P351+P338 |
Num. heavy atoms | 11 |
Num. arom. heavy atoms | 6 |
Fraction Csp3 | 0.17 |
Num. rotatable bonds | 2 |
Num. H-bond acceptors | 4.0 |
Num. H-bond donors | 1.0 |
Molar Refractivity | 37.72 |
TPSA ? Topological Polar Surface Area: Calculated from |
78.1 Ų |
Log Po/w (iLOGP)? iLOGP: in-house physics-based method implemented from |
1.18 |
Log Po/w (XLOGP3)? XLOGP3: Atomistic and knowledge-based method calculated by |
0.04 |
Log Po/w (WLOGP)? WLOGP: Atomistic method implemented from |
-0.15 |
Log Po/w (MLOGP)? MLOGP: Topological method implemented from |
-0.63 |
Log Po/w (SILICOS-IT)? SILICOS-IT: Hybrid fragmental/topological method calculated by |
0.02 |
Consensus Log Po/w? Consensus Log Po/w: Average of all five predictions |
0.09 |
Log S (ESOL):? ESOL: Topological method implemented from |
-1.09 |
Solubility | 12.6 mg/ml ; 0.082 mol/l |
Class? Solubility class: Log S scale |
Very soluble |
Log S (Ali)? Ali: Topological method implemented from |
-1.23 |
Solubility | 8.96 mg/ml ; 0.0585 mol/l |
Class? Solubility class: Log S scale |
Very soluble |
Log S (SILICOS-IT)? SILICOS-IT: Fragmental method calculated by |
-1.35 |
Solubility | 6.78 mg/ml ; 0.0443 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 |
-7.21 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 |
1.0 |
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) |
1.75 |
* 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 |
---|---|---|
60% | With triethylamine; In propiononitrile; at 100.0℃; for 4.0h; | Triethylamine (29mL, 210mmol) was added to a suspension of methyl 4-butoxy-2-oxo-3-butenate (37g, 200mmol,) and guanidine hydrochloride (23 g, 240 mmol) in propionitrile (50mL), and the mixture was stirred for 4 hours at 100C. The reaction mixture was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography to give 18g as the mixture of the title Reference Compound and the butyl ester form of the title Reference compound as a gray-white solid (Yield: 60%). 1H-NMR (500MHz, DMSO-d6) delta 3.85(s,3H),6.99-7.06(m,3H),8.48(d,J = 4.8 Hz,1H) |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
73% | <strong>[2164-66-1]2-Amino-4-methoxycarbonylpyrimidine</strong> (3.0g, 20mmol, Reference Compound No.3-1) was suspended in a mixture solvent of ethanol (150mL) and dichloromethane (20mL), then sodium borohydride (2.2g, 59mmol) was added thereto at room temperature, and the whole was stirred for 24 hours. Acetone (20mL) was added gradually under ice-cooling, and then 2M hydrochloric acid was added until the bubbles were no longer formed. Saturated aqueous sodium hydrogencarbonate solution was added to adjust the pH of the reaction mixture to 8, and the precipitated solid was filtered out. The filtrate was concentrated under reduced pressure, then suspended in a 10percent methanol-chloroform solution, and the mixture was filtered again with silica gel (5.0g). The filtrate was evaporated under reduced pressure, the precipitated solid was filterd off with ethyl acetate, and dried under reduced pressure to give 1.8g of the title Reference Compound as a pale yellow solid (Yield: 73percent) 1H-NMR (400MHz, DMSO-d6) delta 4.30(s,2H),5.35(s,1H),6.48(s,2H),6.65(d,J = 4.9 Hz,1H),8.19(d,J = 4.9 Hz,1H) |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Step A: Preparation of 2-[[[3-(l,l-dimethylethyl)-l-ethyl-lH-pyrazol-5-yl]carbonyl]ammo]-4- pyrimidinecarboxylic acidTo a solution of 3-(l,l-dimethylethyl)-l-ethyl-lH-pyrazol-5-carboxylic acid (12.8 g, 65mmol) in DCM (100 ml) were added oxalyl chloride (16 g, 131 mmol) and DMF (3 drops). <n="36"/>- 35 -The solution was stirred for 1.5 h and the solvent and excess oxalyl chloride removed under reduced pressure.The resulting residue was taken up in DCM (25 ml) and added to a well stirred mixture of <strong>[2164-66-1]methyl 2-amino-4-pyrimidinecarboxylate</strong> (5.0 g, 33 mmol), triethylamine (18.2 ml, 131 5 mmol) and DMAP (0.2g) in DCM (125 ml) and then stirred overnight at 2O0C and heated under reflux for 2 h. The reaction mixture was cooled to room temperature, poured into water (100 ml), extracted with DCM (2 x 70 ml) and the extracts dried over anhydrous magnesium sulphate. Removal of the solvent gave the residue as a gum. The gum was taken up in a mixture of sodium hydroxide (7.0 g) and methanol (75 ml) and the10 mixture stirred for 3 h at 2O0C. The solvent was removed and the residue partitioned between water (300 ml) and ethyl acetate. The aqueous phase was neutralised with c. HCl, the precipitate extracted into DCM, dried over anhydrous magnesium sulphate. Removal of the solvent gave a crude residue which was washed with DCM (30 ml) for 10 min at 200C and filtered to give the title acid as a white solid (0.7g). This was used in the next step without15 further purification . |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
59% | With pyridine; at 20.0℃; | Into a 100-mL round-bottom flask was placed a solution of methyl 2- aminopyrimidine-4-carboxylate (1 g, 6.53 mmol, 1.00 equiv) in pyridine (20 mL), and 1- methyl-1H-pyrazole-4-carbonyl chloride (1 g, 6.92 mmol, 1.05 equiv). The resulting solution was stirred overnight at room temperature then concentrated under vacuum. The residue was applied onto a silica gel column and eluted with dichloromethane/methanol (20:1). This resulted in 1 g (59%) of methyl 2-(1-methyl-1H-pyrazole-4-amido)pyrimidine-4-carboxylate as a white solid. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
66% | In butanone; at 85.0℃; | Into a 250-mL round-bottom flask, was placed methyl 2-aminopyridine-3- carboxylate (1 g, 6.57 mmol, 1.00 equiv), 2-butanone (80 mL), and 2-bromo-1-phenylethan-1- one (1.5 g, 7.54 mmol, 1.10 equiv). The resulting solution was stirred overnight at 85 oC then concentrated under vacuum. The residue was applied onto a silica gel column and eluted with ethyl acetate/petroleum ether (1:3). This resulted in 1.1 g (66%) of methyl 2- phenylimidazo[1,2-a]pyridine-8-carboxylate as a light brown solid. |
A296600 [1034737-23-9]
Methyl 2-amino-5-bromopyrimidine-4-carboxylate
Similarity: 0.82
A193870 [1207954-85-5]
Ethyl 2-bromopyrimidine-4-carboxylate
Similarity: 0.77
A247927 [6627-22-1]
Methyl 6-chloropyrimidine-4-carboxylate
Similarity: 0.77
A279800 [149849-94-5]
Methyl 2-chloropyrimidine-4-carboxylate
Similarity: 0.77
A407883 [2164-65-0]
2-Aminopyrimidine-4-carboxylic acid
Similarity: 0.90
A296600 [1034737-23-9]
Methyl 2-amino-5-bromopyrimidine-4-carboxylate
Similarity: 0.82
A153855 [944129-00-4]
Methyl 6-amino-2-chloropyrimidine-4-carboxylate
Similarity: 0.74
A111199 [165807-05-6]
4-Dimethoxymethylpyrimidin-2-ylamine
Similarity: 0.74
A140853 [914208-48-3]
2-Amino-5-bromopyrimidine-4-carboxylic acid
Similarity: 0.74
A407883 [2164-65-0]
2-Aminopyrimidine-4-carboxylic acid
Similarity: 0.90
A296600 [1034737-23-9]
Methyl 2-amino-5-bromopyrimidine-4-carboxylate
Similarity: 0.82
A193870 [1207954-85-5]
Ethyl 2-bromopyrimidine-4-carboxylate
Similarity: 0.77