syn-Thiazoximic acid - CAS 65872-41-5

Name: syn-Thiazoximic acid
Brand: BOC Sciences
Rating: 5 (1 reviews)

Catalog:	BB032841
Product Name:	syn-Thiazoximic acid
CAS:	65872-41-5
Synonyms:	Cefepime Impurity D; Cefepime dihydrochloride monohydrate EP Impurity D; (2Z)-(2-Aminothiazol-4-yl)(methoxyimino)acetic acid; (αZ)-2-Amino-α-(methoxyimino)-4-thiazoleacetic acid; (Z)-(2-Aminothiazol-4-yl)-α-(methoxyimino)acetic acid; (Z)-(2-Aminothiazol-4-yl)methoxyiminoacetic acid; (Z)-2-(2-Aminothiazol-4-yl)-2-methoxyiminoacetic acid; (Z)-2-Amino-α-(methoxyimino)-4-thiazoleacetic acid; 2-(2-Amino-4-thiazolyl)-(Z)-2-methoxyiminoacetic acid; 2-(2-Aminothiazol-4-yl)-2-(Z)-methoxyiminoacetic acid; Ansaiwosuan; syn-2-(2-Aminothiazol-4-yl)-2-methoxyiminoacetic acid; Thiazoximic acid; Cefepime EP Impurity D; (Z)-2-(2-Aminothiazol-4-yl)-2-(methoxyimino)acetic acid; USP Cefepime Related Compound D; Cefepime USP Related Compound D; Cefepime Related Compound D; Thiazolylglyoxalic methyloxime

Technical Data

IUPAC Name:	(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-methoxyiminoacetic acid
Description:	An impurity of Cefepime. Cefepime is a fourth-generation cephalosporin antibiotic known for its broad-spectrum activity against a wide range of Gram-positive and Gram-negative bacteria. It is particularly effective against many organisms that are resistant to other antibiotics, including some beta-lactamase-producing strains. Cefepime is often used to treat severe infections such as pneumonia, urinary tract infections, and bloodstream infections.
Molecular Weight:	201.20
Molecular Formula:	C6H7N3O3S
Canonical SMILES:	CON=C(C1=CSC(=N1)N)C(=O)O
InChI:	InChI=1S/C6H7N3O3S/c1-12-9-4(5(10)11)3-2-13-6(7)8-3/h2H,1H3,(H2,7,8)(H,10,11)/b9-4-
InChI Key:	NLARCUDOUOQRPB-WTKPLQERSA-N
Boiling Point:	425.1±37.0 °C at 760 mmHg
Melting Point:	192 °C (dec.)
Purity:	95%
Density:	1.655±0.14 g/cm3
Solubility:	Soluble in DMSO (Slightly), Methanol (Slightly, Heated)
Appearance:	White to off-white solid
Storage:	Store at RT, under inert atmosphere
MDL:	MFCD00071528
LogP:	0.74160

GHS Hazard Statement:	H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
Precautionary Statement:	P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501
Signal Word:	Warning

Publication Number	Title	Priority Date
CN-112409382-A	Synthesis method of cefetamet pivoxil hydrochloride	20201126
CN-112321606-A	Preparation method of ceftizoxime sodium and intermediate thereof	20201104
CN-110903303-A	Preparation method of cefepime hydrochloride compound	20191216
WO-2021108023-A1	Penicillin-binding protein inhibitors	20191126
US-2019100534-A1	Cephem Compounds with Latent Reactive Groups	20171004

PMID	Publication Date	Title	Journal
29772260	20180801	Oxime-assisted reactivation of tabun-inhibited acetylcholinesterase analysed by active site mutations	Toxicology
29596928	20180515	Cardiac safety evaluation in zebrafish and in silico ADME prediction of cephalosporins with an aminothiazoyl ring at the C-7 position	Toxicology and applied pharmacology
26210933	20160226	Investigation of the reactivation kinetics of a large series of bispyridinium oximes with organophosphate-inhibited human acetylcholinesterase	Toxicology letters
20406208	20100901	In vitro reactivating effects of standard and newly developed oximes on malaoxon-inhibited mouse brain acetylcholinesterase	Basic & clinical pharmacology & toxicology
16092078	20051101	Effective bisquaternary reactivators of tabun-inhibited AChE	Journal of applied toxicology : JAT

Complexity:	233
Compound Is Canonicalized:	Yes
Covalently-Bonded Unit Count:	1
Defined Atom Stereocenter Count:	0
Defined Bond Stereocenter Count:	1
Exact Mass:	201.02081227
Formal Charge:	0
Heavy Atom Count:	13
Hydrogen Bond Acceptor Count:	7
Hydrogen Bond Donor Count:	2
Isotope Atom Count:	0
Monoisotopic Mass:	201.02081227
Rotatable Bond Count:	3
Topological Polar Surface Area:	126 Å²
Undefined Atom Stereocenter Count:	0
Undefined Bond Stereocenter Count:	0
XLogP3:	0.9