Basic information
- CAS
84957-30-2- Standard SMILES
CO/N=C(\C(=O)N[C@@H]1C(=O)N2C(C(=O)[O-])=C(C[n+]3cccc4c3CCCC4)CS[C@H]12)c1csc(N)n1- InChIKey
YWKJNRNSJKEFMK-PQFQYKRASA-N- Molecular formula
- C23H24N6O5S2
- Average molar mass
- 528.6 g/mol
- Monoisotopic mass
- 528.12496023
Overview
Cefquinome is a semisynthetic, broad-spectrum, fourth-generation aminothiazolyl cephalosporin with antibacterial activity. Cefquinome binds to and inactivates penicillin-binding proteins (PBPs) located on the inner membrane of the bacterial cell wall. PBPs are enzymes involved in the terminal stages of assembling the bacterial cell wall and in reshaping the cell wall during growth and division. Inactivation of PBPs interferes with the cross-linkage of peptidoglycan chains necessary for bacterial cell wall strength and rigidity. This results in the weakening of the bacterial cell wall and causes cell lysis.
Names & identifiers
- Preferred name
- Cefquinome
- IUPAC
- (6R,7R)-7-[[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-methoxyiminoacetyl]amino]-8-oxo-3-(5,6,7,8-tetrahydroquinolin-1-ium-1-ylmethyl)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
- English name
- Cefquinome
- Molecular formula
- C23H24N6O5S2
- Molecular weight
- 528.6
Names & synonyms
Cefquinome84957-30-2CefquinomaCefquinomumCobactanhr-111vHoe-111HR111VZ74S078CWPDTXSID008941031-(((6R,7R)-7-(2-(2-Amino-4-thiazolyl)glyoxylamido)-2-carboxy-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-en-3-yl)methyl)-5,6,7,8-tetrahydroquinolinium hydroxide, inner salt, 7(sup 2)-(Z)-(O-methyloxime)RefChem:124249
Show more names
CefquinoximeCefotaxime Impurity 58Cefquinome in ACN:H2O (1:1)Ergotamine Tartrate Impurity 4 (Ergotamine Tartrate EP Impurity D)(Ergocristine)CefquinomeQ: What is Cefquinome Q: What is the CAS Number of Cefquinome Q: What is the storage condition of Cefquinome7-[[2-(2-Aminothiazol-4-yl)-2-(methoxyimino)acetyl]amino]-3-[[(5,6,7,8-tetrahydroquinolinium)-1-yl]methyl]cepham-3-ene-4-carboxylate(6R,7R)-7-{[(2Z)-2-(2-Amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl]amino}-8-oxo-3-(5,6,7,8-tetrahydro-1-quinoliniumylmethyl)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
Properties
Computed structural properties
- XLogP
- 1.5
- Topological polar surface area
- 207 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 10
- Rotatable bonds
- 6
- Heavy atoms
- 36
- Formal charge
- 0
- Complexity
- 971
Experimental & physicochemical properties
DrugsPharmaceuticals -> Antibiotics
Animal DrugsPharmaceuticals -> UK Veterinary Medicines Directorate List
Physicochemical properties
- Melting point
- 160 °C · >160°C (dec.)
- storage temp.
- -20 °C · Hygroscopic, -20°C Freezer, Under inert atmosphere
- solubility
- DMSO (Slightly), Methanol (Slightly), Water (Slightly)
- form
- Solid
- color
- White to Pale Yellow
- Stability
- Hygroscopic
- InChIKey
- YWKJNRNSJKEFMK-YYMYJTJINA-N
- SMILES
- C(C1=C(CS[C@]2([H])[C@H](NC(=O)/C(/C3=CSC(N)=N3)=N\OC)C(=O)N12)C[N+]1=CC=CC2CCCCC1=2)(=O)[O-] |&1:5,7,r|
- FDA UNII
- 74 S078CWP · Z74S078CWP
- Symbol(GHS)
- 8 · GHS08
- Signal word
- Danger
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Danger
H317 (100%): May cause an allergic skin reaction [Warning Sensitization, Skin]
P233, P260, P261, P271, P272, P280, P284, P302+P352, P304+P340, P321, P333+P317, P342+P316, P362+P364, P403, and P501 (click each P-code to see the statement)
The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.
Hazard information
Regulatory InformationCefquinome: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.
Hazard Classes and CategoriesSkin Sens. 1 (100%)
Safety data
- Signal word
- Danger
- Symbol(GHS)
- GHS08
- Hazard statements
- H334-H317
- Precautionary statements
- P261-P285-P304+P341-P342+P311-P501-P261-P272-P280-P302+P352-P333+P313-P321-P363-P501
Chemistry & industry
Pharmacology
ATC Code
QG - Genito urinary system and sex hormones
QJ - Antiinfectives for systemic use
QJ - Antiinfectives for systemic use
Applications
UsesAntibacterial (veterinary).
UsesCefquinome (cas# 84957-30-2) is a compound useful in organic synthesis.
Suppliers75 total
北京华美互利生物化工010-56205725 · [email protected]
湖北威德利化学试剂有限公司186-02735115 18062128043 · [email protected]
武汉英诺医药科技有限公司+86-027-59232304 15387063101 · [email protected]
成都超九八生物科技有限公司13348960310 13348960310 · [email protected]
艾吉析科技（上海）有限公司17717235263 · [email protected]
江苏智芯廷科技有限公司18221391031 · [email protected]
广州佳途科技股份有限公司81960175-877 18933936954 · [email protected]
咸宁深蓝生物医药研发有限公司18171815831 · [email protected]
湖北海克斯生化有限公司17362916295; 17362916295 · [email protected]
安耐吉化学&3A（安徽泽升科技有限公司）021-58432009 400-005-6266 · [email protected]
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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