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Cited in 0 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
Taniborbactam hydrochloride (VNRX-5133 hydrochloride) is a reversible and selective boronic acid-containing pan-spectrum β-lactamase inhibitor with IC 50 s of 8-530 nM. Taniborbactam hydrochloride has IC 50 s of 30 nM, 32 nM, 42 nM, 20 nM for KPC-2, AmpC, OXA-48, and VIM-2. Taniborbactam hydrochloride is against Gram-negative bacteria
In Vitro
Taniborbactam hydrochloride (VNRX-5133 hydrochloride) has IC 50 s of 0.5 nM, 2 nM, 0.5 nM, 0.06 nM for KPC-2, OXA-48, VIM-4 of K.pneumoniae strain and VIM-2 of P.aeruginosa strain. ?\nBoth cefepime/Taniborbactam hydrochloride (10 μg/mL) and meropenem/Taniborbactam hydrochloride combinations are highly active against all six of the NDM-1-producing clinical isolates from K.pneumoniae and E.coli , with MIC ranges of 16-0.25 and 1-0.125 μg/mL, respectively. MCE has not independently confirmed the accuracy of these methods. They are for reference only.
In Vivo
A single dose of Cefepime (32 mg/kg)/Taniborbactam hydrochloride (VNRX-5133 hydrochloride; 16 mg/kg; s.c.) achieves >4 log 10 reduction in viable bacterial counts in the neutropenic mouse lung infection model against a CTX-M-14-producing strain of K.pneumoniae. ?\nCombination of Cefepime (16 mg/kg) and Taniborbactam hydrochloride (16 mg/kg; s.c.; twice-a-day for 7 days) demonstrates >2 log 10 reductions in viable bacterial counts in the kidney of the ascending urinary tract infection model against a CTX-M-15-producing strain of E.coli. ?\nTaniborbactam hydrochloride has a T 1/2 of 0.16 hours, a CL of 618 mL/h/kg, and a V ss of 143 mL/kg for mice. MCE has not independently confirmed the accuracy of these methods. They are for reference only.
Form:Solid
IC50& Target:β-lactamase
| Sonrisas canónicas | B1(C(CC2=C(O1)C(=CC=C2)C(=O)O)NC(=O)CC3CCC(CC3)NCCN)O.Cl.Cl |
|---|---|
| IUPAC Name | (3R)-3-[[2-[4-(2-aminoethylamino)cyclohexyl]acetyl]amino]-2-hydroxy-3,4-dihydro-1,2-benzoxaborinine-8-carboxylic acid;dihydrochloride |
| InChIKey | CKWIMFZHNCBHIX-PPJOBQAPSA-N |
| INCHI | 1S/C19H28BN3O5.2ClH/c21-8-9-22-14-6-4-12(5-7-14)10-17(24)23-16-11-13-2-1-3-15(19(25)26)18(13)28-20(16)27;;/h1-3,12,14,16,22,27H,4-11,21H2,(H,23,24)(H,25,26);2*1H/t12?,14?,16-;;/m0../s1 |
| Isómeros SMILES | B1([C@H](CC2=C(O1)C(=CC=C2)C(=O)O)NC(=O)CC3CCC(CC3)NCCN)O.Cl.Cl |
| CAS alternativo | 2244235-49-0 |
| PubChem CID | 137331954 |
| Peso molecular | 462.18 |
Comprehensive hazard, handling, storage, and regulatory compliance document.
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View spec sheet →Taxonomy Tree
| Kingdom | Organic compounds |
|---|---|
| Superclass | Organic acids and derivatives |
| Clase | Carboxylic acids and derivatives |
| Subclass | Carboxylic acids |
| Intermediate Tree Nodes | Not available |
| Direct Parent | 1-carboxy-2-haloaromatic compounds |
| Alternative Parents | Unsaturated fatty acids Oxaborine derivatives N-acyl amines Benzenoids Boronic acid esters Amino acids Oxacyclic compounds Organic metalloid salts Monocarboxylic acids and derivatives Dialkylamines Carboxylic acid amides Organopnictogen compounds Organooxygen compounds Organoboron compounds Organic oxides Monoalkylamines Hydrochlorides Hydrocarbon derivatives |
| Molecular Framework | Aromatic heteropolycyclic compounds |
| Substituents | 1-carboxy-2-haloaromatic compound - Fatty acyl - Fatty acid - Benzenoid - Unsaturated fatty acid - 1,2-oxaborine derivative - N-acyl-amine - Fatty amide - Boronic acid ester - Amino acid - Carboxamide group - Boronic acid derivative - Amino acid or derivatives - Oxacycle - Organic metalloid salt - Organoheterocyclic compound - Secondary amine - Monocarboxylic acid or derivatives - Secondary aliphatic amine - Organic nitrogen compound - Organic oxygen compound - Organopnictogen compound - Organic oxide - Hydrocarbon derivative - Hydrochloride - Organic salt - Organooxygen compound - Organonitrogen compound - Organoboron compound - Primary aliphatic amine - Amine - Aromatic heteropolycyclic compound |
| Descripción | This compound belongs to the class of organic compounds known as 1-carboxy-2-haloaromatic compounds. These are aromatic compounds containing 1 carboxyl group and a C-X (X = halogen) group at adjacent positions of an aromatic ring. |
| External Descriptors | Not available |
| Solubilidad | DMSO : 200 mg/mL (432.73 mM; Need ultrasonic) H2O : 33.33 mg/mL (72.11 mM; Need ultrasonic) |
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