≥99% for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
Store at -20°C Ships Ice chest + Ice pads Check lot-specific COA for exact specifications.
SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.
Cited in 0 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
BI-4394 (MMP13-IN-3) is a potent, selective, and orally active MMP-13 inhibitor ( IC 50 =1 nM ) for the potential treatment of osteoarthritis . BI-4394 is >1000 selective over other MMPs
In Vitro
BI-4394 (Compound 15) is potent in a full-length MMP-13 collagen degradation assay (11 nM) and is able to inhibit degradation of bovine nasal cartilage with an IC 50 of 31 nM. BI-4394 inhibits MMP-2, MMP-9, MMP-10 and MMP-14 with IC 50 s of 18, 8.9, 16 and 8.3 μM, respectively. MCE has not independently confirmed the accuracy of these methods. They are for reference only.
In Vivo
When dosed orally at 10 mg/kg or i.v. 1 mg/kg, BI-4394 (Compound 15) reaches micromolar plasma levels (AUC=1109±64 nM h/mL), displays modest clearance (CL=34 mL/min/kg), and shows acceptable bioavailability (39%). The V ss is quite low at 0.26 mL/mi/kg rat pharmacokinetic profile. BI-4394 has short terminal elimination half-life (t 1/2 =0.47 h for rat (1 mg/kg, i.v.) and rat (10 mg/kg, orally), respectively) . MCE has not independently confirmed the accuracy of these methods. They are for reference only. Animal Model: Srapgue Dally Rats Dosage: 10 mg/kg (oral gavage); 1 mg/kg (i.v.) Administration: Dosed orally (10 mg/kg); i.v. (1 mg/kg)(Pharmacokinetic Analysis) Result: T 1/2 =0.47 h for rat (1 mg/kg, i.v.) and rat (10 mg/kg, orally) , respectively.
Form:Solid
IC50& Target:MMP-13 1 nM (IC 50 ) MMP-14 8.3 μM (IC 50 ) MMP-9 8.9 μM (IC 50 ) MMP-10 16 μM (IC 50 ) MMP-2 18 μM (IC 50 )
| Canonical Smiles | CCOC(=O)C1=CC2=C(N1)C=CC(=C2)C3=CC(=NN3C)C(=O)NCC4=CC=C(C=C4)C(=O)O |
|---|---|
| IUPAC Name | 4-[[[5-(2-ethoxycarbonyl-1H-indol-5-yl)-1-methylpyrazole-3-carbonyl]amino]methyl]benzoic acid |
| InChIKey | MMJPVSDTLGFIQW-UHFFFAOYSA-N |
| INCHI | 1S/C24H22N4O5/c1-3-33-24(32)20-11-17-10-16(8-9-18(17)26-20)21-12-19(27-28(21)2)22(29)25-13-14-4-6-15(7-5-14)23(30)31/h4-12,26H,3,13H2,1-2H3,(H,25,29)(H,30,31) |
| Isomeric SMILES | CCOC(=O)C1=CC2=C(N1)C=CC(=C2)C3=CC(=NN3C)C(=O)NCC4=CC=C(C=C4)C(=O)O |
| PubChem CID | 45376872 |
| Molecular Weight | 446.46 |
Comprehensive hazard, handling, storage, and regulatory compliance document.
Download SDS →Lot-specific quality data. Enter your lot number to retrieve the exact COA.
Look up COA →Full quality attributes and acceptance criteria for this grade.
View spec sheet →Taxonomy Tree
| Kingdom | Organic compounds |
|---|---|
| Superclass | Organoheterocyclic compounds |
| Class | Indoles and derivatives |
| Subclass | Indolecarboxylic acids and derivatives |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Indolecarboxylic acids and derivatives |
| Alternative Parents | Benzoic acids Indoles 2-heteroaryl carboxamides Benzoyl derivatives Pyrazole-5-carboxamides Pyrrole carboxylic acids and derivatives Substituted pyrroles Heteroaromatic compounds Secondary carboxylic acid amides Carboxylic acid esters Carboxylic acids Azacyclic compounds Organic oxides Hydrocarbon derivatives Organonitrogen compounds Organooxygen compounds |
| Molecular Framework | Aromatic heteropolycyclic compounds |
| Substituents | Indolecarboxylic acid derivative - Benzoic acid or derivatives - Benzoic acid - Indole - 2-heteroaryl carboxamide - Pyrazole-5-carboxamide - Benzoyl - Pyrrole-2-carboxylic acid or derivatives - Monocyclic benzene moiety - Benzenoid - Substituted pyrrole - Azole - Heteroaromatic compound - Pyrazole - Pyrrole - Carboxylic acid ester - Carboxamide group - Secondary carboxylic acid amide - Azacycle - Carboxylic acid - Carboxylic acid derivative - Organonitrogen compound - Hydrocarbon derivative - Organic oxide - Organooxygen compound - Organic nitrogen compound - Organic oxygen compound - Aromatic heteropolycyclic compound |
| Description | This compound belongs to the class of organic compounds known as indolecarboxylic acids and derivatives. These are compounds containing a carboxylic acid group (or a derivative thereof) linked to an indole. |
| External Descriptors | Not available |
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| Solubility | DMSO : 100 mg/mL (223.98 mM; ultrasonic and warming and heat to 60°C) |
|---|---|
| Molecular Weight | 446.500 g/mol |
| XLogP3 | 3.200 |
| Hydrogen Bond Donor Count | 3 |
| Hydrogen Bond Acceptor Count | 6 |
| Rotatable Bond Count | 8 |
| Exact Mass | 446.159 Da |
| Monoisotopic Mass | 446.159 Da |
| Topological Polar Surface Area | 126.000 Ų |
| Heavy Atom Count | 33 |
| Formal Charge | 0 |
| Complexity | 726.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| The total count of all stereochemical bonds | 0 |
| Covalently-Bonded Unit Count | 1 |
