Products for Research Use Only
RegisterLogin

Cefatrizine

CAT: 0013-GTR19197936-01Size: 25 mgDry Ice: NoHazardous: No
Product image 1
1 / 1
CAT#:0013-GTR19197936-01Size:25 mg
Selected
24/48H Stock Items & 2 to 6 Weeks non Stock Items.
Quick Request Actions
Description
Cefatrizine is a small molecule inhibitor of eukaryotic elongation factor-2 kinase (eEF-2K), a calcium/calmodulin-dependent enzyme. This compound is a valuable research tool for studying the roles of eEF-2K in modulating apoptosis, autophagy, and ER stress pathways in various cancer models, both in vitro and in vivo.
CAS Number
51627-14-6
Field of Research
Cell Biology, Infectious Disease & Virology, Pharmacology & Drug Discovery
Smiles
[H][C@]12SCC (CSc3cnn[nH]3) =C (N1C (=O) [C@H]2NC (=O) [C@H] (N) c1ccc (O) cc1) C (O) =O |c:12|
Molecular Formula
C18H18N6O5S2
Molecular Weight
462.5
Storage Conditions
-20°C
Notes
For research use only.

Chemical Information

Cefatrizine

Cefatrizine is a cephalosporin compound having (1H-1,2,3-triazol-4-ylsulfanyl)methyl and [(2R)-2-amino-2-(4-hydroxyphenyl)]acetamido side-groups. An antibacterial drug first prepared in the 1970s, it has more recently been found to be an inhibitor of eukaryotic elongation factor-2 kinase (eEF2K), which is known to regulate apoptosis, autophagy and ER stress in many types of human cancers. It has a role as an EC 2.7.11.20 (elongation factor 2 kinase) inhibitor and an antibacterial drug. It is an amino acid amide, a cephalosporin, a carboxylic acid, a member of phenols, a member of triazoles and a semisynthetic derivative.

CAS Number51627-14-6
PubChem CID6410758
IUPAC Name(6R,7R)-7-[[(2R)-2-amino-2-(4-hydroxyphenyl)acetyl]amino]-8-oxo-3-(2H-triazol-4-ylsulfanylmethyl)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
Molecular FormulaC18H18N6O5S2
Molecular Weight462.5
XLogP-2.3
Topological Polar Surface Area225
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count10
Rotatable Bond Count7
Heavy Atom Count31
Formal Charge0
Complexity775
SMILES
C1C(=C(N2[C@H](S1)[C@@H](C2=O)NC(=O)[C@@H](C3=CC=C(C=C3)O)N)C(=O)O)CSC4=NNN=C4
InChI
InChI=1S/C18H18N6O5S2/c19-12(8-1-3-10(25)4-2-8)15(26)21-13-16(27)24-14(18(28)29)9(7-31-17(13)24)6-30-11-5-20-23-22-11/h1-5,12-13,17,25H,6-7,19H2,(H,21,26)(H,28,29)(H,20,22,23)/t12-,13-,17-/m1/s1
InChIKey
UOCJDOLVGGIYIQ-PBFPGSCMSA-N
Chemical Structure
2D Structure
2D structure of Cefatrizine
CAS: 51627-14-6
CID: 6410758
Formula: C18H18N6O5S2
MW: 462.5
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight462.5
XLogP3-2.3
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count10
Rotatable Bond Count7
Exact Mass462.07801004
Monoisotopic Mass462.07801004
Topological Polar Surface Area225 Ų
Heavy Atom Count31
Formal Charge0
Complexity775
Isotope Atom Count0
Defined Atom Stereocenter Count3
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

Alternative Products

CatalogName
TRC-C237575-50MGCefatrizine
TRC-C237577-50MGCefatrizine-d4
AC39675-01Cefatrizine propylene glycol
269356-01Cefatrizine discontinued. See 163028
sc-504727Cefatrizine 1,2-propanediol
163028Cefatrizine (BL-S-640, S-640P) discontinued

Popular Products