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  2. 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid,7-[[(2Z)-(2-amino-4-thiazolyl)(hydroxyimino)acetyl]amino]-3-ethenyl-8-oxo-, (6R,7R)-

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Brc1cnc(nc1)C
Pyrimidine, 5-bromo-2-methyl-
CCCP1(=O)OP(=O)(CCC)OP(=O)(O1)CCC
1,3,5,2,4,6-Trioxatriphosphorinane, 2,4,6-tripropyl-, 2,4,6-trioxide
CC1(C)OB(OC1(C)C)B1OC(C(O1)(C)C)(C)C
2,2'-Bi-1,3,2-dioxaborolane, 4,4,4',4',5,5,5',5'-octamethyl-
O=C(C=Cc1ccccc1)C=Cc1ccccc1.O=C(C=Cc1ccccc1)C=Cc1ccccc1.O=C(C=Cc1ccccc1)C=Cc1ccccc1.[Pd].[Pd]
Tris(dibenzylideneacetone)dipalladium
C1CCC(CC1)P(C1CCCCC1)C1CCCCC1.Cc1cc(C)c(c(c1)C)N1CCN(C1=[Ru](=Cc1ccccc1)(Cl)Cl)c1c(C)cc(cc1C)C
Ruthenium,[1,3-bis(2,4,6-trimethylphenyl)-2-imidazolidinylidene]dichloro(phenylmethylene)(tricyclohexylphosphine)-, (SP-5-41)-

5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid,7-[[(2Z)-(2-amino-4-thiazolyl)(hydroxyimino)acetyl]amino]-3-ethenyl-8-oxo-, (6R,7R)-

O/N=C(/c1csc(n1)N)C(=O)N[C@@H]1C(=O)N2[C@@H]1SCC(=C2C(=O)O)C=C Request for Quotation
Chemical Name: 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid,7-[[(2Z)-(2-amino-4-thiazolyl)(hydroxyimino)acetyl]amino]-3-ethenyl-8-oxo-, (6R,7R)-
CAS Number: 91832-40-5
Product Number: AG00IGWE(AGN-PC-0VW7UP)
Synonyms:
MDL No:
Molecular Formula: C14H13N5O5S2
Molecular Weight: 395.4135

Identification/Properties

Computed Properties
Molecular Weight:
395.408g/mol
XLogP3:
0
Hydrogen Bond Donor Count:
4
Hydrogen Bond Acceptor Count:
10
Rotatable Bond Count:
5
Exact Mass:
395.036g/mol
Monoisotopic Mass:
395.036g/mol
Topological Polar Surface Area:
212A^2
Heavy Atom Count:
26
Formal Charge:
0
Complexity:
739
Isotope Atom Count:
0
Defined Atom Stereocenter Count:
2
Undefined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
1
Undefined Bond Stereocenter Count:
0
Covalently-Bonded Unit Count:
1
Compound Is Canonicalized:
Yes

Safety Information

GHS Pictogram:
Signal Word:
Warning
UN#:
-
Hazard Statements:
H302-H315-H319-H335
Precautionary Statements:
P261-P305+P351+P338
Class:
-
Packing Group:
-

NMR Spectrum

Other Analytical Data

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Chemical Structure


(6R,7R)-7-[[(2Z)-2-(2-Amino-4-thiazolyl)-2-(hydroxyimino)acetyl]amino]-3-ethenyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, also known as $name$, plays a crucial role in chemical synthesis as a key intermediate in the production of antibiotics. Specifically, it acts as a potent inhibitor of bacterial DNA gyrase, an essential enzyme in bacteria that is responsible for maintaining the supercoiling of DNA during replication and transcription processes.In the realm of chemical synthesis, the application of $name$ is instrumental in the design and development of novel antibiotics targeting bacterial infections. By targeting the DNA gyrase enzyme, this compound disrupts the bacterial DNA replication process, ultimately leading to the inhibition of bacterial growth and the potential eradication of the infection. Moreover, the unique structural characteristics of $name$, with its thiazole and oxime functionalities, make it a versatile building block in the synthesis of various antibiotic analogs with improved efficacy and reduced side effects. Through strategic modifications to its chemical structure, researchers can explore the SAR (structure-activity relationship) of $name$ derivatives, leading to the discovery of new and more potent antibiotics to combat drug-resistant bacterial strains.