Structure of 2386-37-0
*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. : | 2386-37-0 |
Formula : | C13H19NO4 |
M.W : | 253.29 |
SMILES Code : | O=C(OC)CCC1=C(C)NC(C(OCC)=O)=C1C |
MDL No. : | MFCD00030381 |
InChI Key : | KKBICYRCYZAPRF-UHFFFAOYSA-N |
Pubchem ID : | 291754 |
GHS Pictogram: |
![]() |
Signal Word: | Warning |
Hazard Statements: | H302-H315-H319-H335 |
Precautionary Statements: | P261-P305+P351+P338 |
Num. heavy atoms | 18 |
Num. arom. heavy atoms | 5 |
Fraction Csp3 | 0.54 |
Num. rotatable bonds | 7 |
Num. H-bond acceptors | 4.0 |
Num. H-bond donors | 1.0 |
Molar Refractivity | 67.48 |
TPSA ? Topological Polar Surface Area: Calculated from |
68.39 Ų |
Log Po/w (iLOGP)? iLOGP: in-house physics-based method implemented from |
2.85 |
Log Po/w (XLOGP3)? XLOGP3: Atomistic and knowledge-based method calculated by |
2.11 |
Log Po/w (WLOGP)? WLOGP: Atomistic method implemented from |
1.91 |
Log Po/w (MLOGP)? MLOGP: Topological method implemented from |
1.21 |
Log Po/w (SILICOS-IT)? SILICOS-IT: Hybrid fragmental/topological method calculated by |
3.31 |
Consensus Log Po/w? Consensus Log Po/w: Average of all five predictions |
2.28 |
Log S (ESOL):? ESOL: Topological method implemented from |
-2.48 |
Solubility | 0.832 mg/ml ; 0.00329 mol/l |
Class? Solubility class: Log S scale |
Soluble |
Log S (Ali)? Ali: Topological method implemented from |
-3.18 |
Solubility | 0.169 mg/ml ; 0.000665 mol/l |
Class? Solubility class: Log S scale |
Soluble |
Log S (SILICOS-IT)? SILICOS-IT: Fragmental method calculated by |
-3.75 |
Solubility | 0.0446 mg/ml ; 0.000176 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 |
Yes |
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) |
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 |
-6.35 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 |
1.0 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) |
2.69 |
* 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 |
---|---|---|
77% | With sodium; at 190℃;Heating / reflux; | c) Preparation of the Compound of Formula (4): A 2.5 l Keller round-bottomed flask equipped with a reflux condenser/distillation head, a thermometer, a dropping funnel and an argon conduit is loaded with a solution of compound (5) (95.00 g, 0.38 mol) in benzyl alcohol (685 ml) and heated to 120 C., which results in the azeotropic removal of minor amounts of water. The mixture is then heated to 190 C. The dropping funnel is loaded with a separately prepared solution of sodium (3 g) in benzyl alcohol (70 ml). This solution is added in 5 ml portions, which results in a vigorous reflux of the reaction mixture. The resulting methanol and ethanol are removed by semi-continuous distillation. The conversion is followed by HPLC. The reaction mixture is cooled to 150 C. and then transferred into a mixture of methanol (0.85 l), water (0.54 l) and acetic acid (10 ml). At 30 C., crystallization takes place rapidly. The mixture is stirred again at ambient temperature for 1 h. The product is isolated by filtration. The product is dried under reduced pressure, to give the compound (4) (113.30 g, 77%) in the form of an off-white solid.1H NMR (300 MHz, CDCl3): 2.16 (s, CH3), 2.27 (s, CH3), 2.47 (t, CH2), 2.71 (t, CH2), 4.70 (s, CH3), 5.08 (s, CH2), 5.28 (s, CH2), 7.40 (m, 10H), 8.60 (broad singlet, NH2). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
49% | With sodium hydroxide; water; for 1h;Heating / reflux; | <strong>[2386-37-0]4-(2-Methoxycarbonyl-ethyl)-3,5-dimethyl-1H-pyrrole-2-carboxylic acid ethyl ester</strong> (Aldrich, 228 g, 0.9 mol) and 720 mL of 5 N sodium hydroxide were refluxed for one hour. Thin layer chromatography showed the hydrolysis to be complete. The stirred mixture was cooled to 50 C. and hydrochloric acid (10 N, 390 mL) was slowly added to give a pH of 2-3. The oil which separated solidified. The mixture was stirred and cooled to 4 C. The solids were collected by vacuum filtration, washed thoroughly with water and dried under vacuum at 40 C. to give 65.7 g (49% yield) of 3-(2,4-dimethyl-1H-pyrrol-3-yl)-propionic acid as a reddish solid. |
49% | [0184] <strong>[2386-37-0]4-(2-Methoxycarbonyl-ethyl)-3,5-dimethyl-1H-pyrrole-2-carboxylic acid ethyl ester</strong> (Aldrich, 228 g, 0.9 mol) and 720 mL of 5 N sodium hydroxide were refluxed for one hour. Thin layer chromatography showed the hydrolysis to be complete. The stirred mixture was cooled to 50 C. and hydrochloric acid (10 N, 390 mL) was slowly added to give a pH of 2-3. The oil which separated solidified. The mixture was stirred and cooled to 4 C. The solids were collected by vacuum filtration, washed thoroughly with water and dried under vacuum at 40 C. to give 65.7 g (49% yield) of 3-(2,4-dimethyl-1H-pyrrol-3-yl)-propionic acid as a reddish solid. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Example 1 Preparation of Compound la (1,7- bis (3-methoxy-3-propionyl) -3, 5-ethoxycarbonyl-2,6-dimethyl - dipyrrolium borane),Its associated reaction scheme is as follows: The 20. 3g (80mmol) dipyrrolium ester (Compound 1) was dissolved in 100ml of ethyl acetate. The 12.8g of liquid bromine (1 eq.) was added dropwise within 15min completion, after stirring for 1 hour to precipitate a pale yellow precipitate. The above reaction mixture was spin dried, and the solid was dissolved in 100ml of methanol, was added 2ml HC1 was refluxed for 1 hour, then cooled to 0 C, adjusted with 10% NH3 H20 pEta=7, a large number of solid precipitation. The solid was filtered off, washed with 70: 30 methanol: aqueous recrystallization. It was pure compound (2). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
28% | With acetic acid; for 3.5h;Heating / reflux; | b) Preparation of the Compound of Formula (5): A 4.5 l Keller round-bottomed flask equipped with a reflux condenser, a thermometer, a dropping funnel and an argon conduit is loaded with acetic acid (1.30 l) and refluxed. A solution of a mixture of compound (6) (248.71 g, 1.34 mol) and of dimethyl aminomalonate hydrochloride (367.50 g, 1.74 mol) in acetic acid (0.85 l) is added dropwise to the mixture at reflux, over 1 h. The mixture is again refluxed for 2.5 h. The conversion is followed by HPLC. The reaction mixture is cooled to ambient temperature and the acetic acid is eliminated by distillation under reduced pressure. The dark crude product is triturated with water (4.5 l), which is added slowly, portionwise. The mixture is mechanically stirred for a further 1 h and is then filtered, and the filtration cake is washed with water (1 l). The recrystallization of the dark gray crude product is carried out from ethanol/water (350/350 ml) by refluxing and then cooling to 10 C. The precipitate is isolated by filtration and washed with ethanol/water (4×100/100 ml). The product is dried under reduced pressure at ambient temperature, to give the compound (5) (95.00 g, 28%) in the form of a light purple-colored solid.1H NMR (300 MHz, CDCl3): 1.34 (t, CH3), 2.21 (s, CH3), 2.27 (s, CH3), 2.43 (t, CH2), 2.70 (t, CH2), 3.66 (s, CH3), 4.29 (q, CH2), 8.60 (broad singlet, NH2). |
A179443 [2436-79-5]
Diethyl 3,5-dimethyl-1H-pyrrole-2,4-dicarboxylate
Similarity: 0.91
A104054 [128942-88-1]
Diethyl 1H-indole-2,3-dicarboxylate
Similarity: 0.87
A200722 [938-75-0]
Ethyl 3,4-dimethyl-1H-pyrrole-2-carboxylate
Similarity: 0.87
A126631 [86770-31-2]
2-(tert-Butyl) 4-ethyl 3,5-dimethyl-1H-pyrrole-2,4-dicarboxylate
Similarity: 0.87
A100904 [441800-93-7]
2-(Ethoxycarbonyl)-1H-indole-3-carboxylic acid
Similarity: 0.86
A179443 [2436-79-5]
Diethyl 3,5-dimethyl-1H-pyrrole-2,4-dicarboxylate
Similarity: 0.91
A200722 [938-75-0]
Ethyl 3,4-dimethyl-1H-pyrrole-2-carboxylate
Similarity: 0.87
A126631 [86770-31-2]
2-(tert-Butyl) 4-ethyl 3,5-dimethyl-1H-pyrrole-2,4-dicarboxylate
Similarity: 0.87
A124541 [3284-47-7]
Ethyl 3-methyl-1H-pyrrole-2-carboxylate
Similarity: 0.84
A860783 [50634-33-8]
Methyl 3,4-dimethyl-1H-pyrrole-2-carboxylate
Similarity: 0.84