Basic information
- CAS
27164-46-1- Standard SMILES
Cc1nnc(SCC2=C(C(=O)O)N3C(=O)[C@@H](NC(=O)Cn4cnnn4)[C@H]3SC2)s1.[Na]- InChIKey
BXZNAOVMWGRSJT-WYUVZMMLSA-N- Molecular formula
- C14H14N8NaO4S3
- Average molar mass
- 477.5 g/mol
- Monoisotopic mass
- 477.01978376
Names & identifiers
- Preferred name
- CID 9869685
- English name
- Cefazolin sodium salt
- Molecular formula
- C14H15N8NaO4S3
- Molecular weight
- 478.5
Names & synonyms
CEFAZOLIN SODIUMCefazolin sodium sterilekefzolCEFAZOLINE SODIUMancefCefazoline sodium sterilesodium 3-{[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]methyl}-8-oxo-7-[(1H-tetrazol-1-ylacetyl)amino]-5-thia-1-azabicyclo[4.2.046083AtirinAzolin
Database identifiers
- CAS
27164-46-1- PubChem CID
- 9869685
Properties
Computed structural properties
- Topological polar surface area
- 235 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 12
- Rotatable bonds
- 7
- Heavy atoms
- 30
- Formal charge
- 0
- Complexity
- 740
Physicochemical properties
- Melting point
- 190 °C · 190 °C
- refractive index
- 20 ° · 20 ° (C=10, H2O)
- storage temp.
- 2 · Keep in dark place,Inert atmosphere,2-8°C
- solubility
- 2 O: · H2O: 50 mg/mL, clear, colorless
- form
- crystalline powder
- color
- White to Off-White
- optical activity
- -67.2 ° · -67.2°(C=0.01g/ml DMF)
- Sensitive
- Light Sensitive
- Merck
- 14 · 14,1917
- BRN
- 3585038 · 3585038
- Stability
- Stable, but may be heat sensitive - store in cool conditions. May discolour upon exposure to light - store in the dark. Incompatible with strong oxidizing agents.
- InChIKey
- LJIOGPYKTPCRAP-MVOALHSDNA-N
- SMILES
- C(C1=C(CS[C@]2([H])[C@H](NC(=O)CN3N=NN=C3)C(=O)N12)CSC1=NN=C(C)S1)(=O)O.[NaH] |&1:5,7,r|
- LogP
- 1.133 · 1.133 (est)
- CAS DataBase Reference
- 27164 · 27164-46-1(CAS DataBase Reference)
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- PPE
- dust mask type N95 (US), Eyeshields, Faceshields, Gloves
- wgk
- 2
- rtecs
- XI0390000
- hs_code
- 29349990
- Toxicity
- LD50 in mice, rats (mg/kg): 3.9, 3.18 i.v.; 6.2, 7.4 i.p. (Birkhead)
- risk_code
- 42/43-36/37/38-20/21/22
- Signal word
- Danger
- Symbol(GHS)
- GHS08
- hazard_code
- Xn,Xi
- safety_code
- 22-36/37-36-26
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H317-H334
- Hazard Classifications
- Resp. Sens. 1Skin Sens. 1
- Precautionary statements
- P261-P280-P342+P311
Chemistry & industry
Applications
DescriptionCefazolin was synthesized by Fujisawa Pharmaceutical Co. in 1969. It was the first of the cephem antibiotics to introduce a thiadiazolylthiomethyl group at the 3 position and a tetrazole group at the 7 position in the side chain. Cefazolin is a parenteral cephem antibiotic showing better activity against gramnegative bacteria than cephalothin or cephaloridine. Its bactericidal activity, tissue distribution, and urinary excretion are excellent and it has wide clinical use.
UsesSemi-synthetic antibiotic derived from 7-amino-cepphalosporanic acid. An antibacterial
Usesenzyme inhibitor, Gaucher's disease therapy
UsesSemi-synthetic antibiotic derived from 7-amino-cephalosporanic acid. An antibacterial.
Upstream & downstream products
Upstream raw materials
Suppliers100 total
Related reactions
0 records
No reaction records under the current filter.
Compound notes
Loading…