Natrium-(6R-trans)-3-[[(5-methyl-1,3,4-thiadiazol-2-yl)thio]methyl]-8-oxo-7-(1H-tetrazol-1-ylacetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-en-2-carboxylat
Cefazolin Sodium
Grundinformationen
- 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
FLKYBGKDCCEQQM-WYUVZMMLSA-M- Summenformel
- C14H13N8NaO4S3
- Durchschnittliche Molmasse
- 476,5 g/mol
- Monoisotopische Masse
- 476,01195818
Überblick
Cefazolin sodium is a cephalosporin organic sodium salt having [(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]methyl and (1H-tetrazol-1-ylacetyl)amino side-groups. It contains a cefazolin(1-).
Namen und Bezeichner
- Bevorzugter Name
- Cefazolin Sodium
- IUPAC
- sodium (6R,7R)-3-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-8-oxo-7-[[2-(tetrazol-1-yl)acetyl]amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
- Lokaler Name
- Natrium-(6R-trans)-3-[[(5-methyl-1,3,4-thiadiazol-2-yl)thio]methyl]-8-oxo-7-(1H-tetrazol-1-ylacetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-en-2-carboxylat
- Englischer Name
- Cefazolin sodium salt
- Summenformel
- C14H15N8NaO4S3
- Molmasse
- 478.5
Namen und Synonyme
CEFAZOLIN SODIUM27164-46-1Cefazolin sodium saltCefazoline sodiumTotacefCefacidalCefamedinGramaxinZolicefCefazilKefzolAncef
Weitere Namen anzeigen
Cefazolin sodium sterileCefazoline 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
Sodium cefazolinSodium cephazolinMonosodium cefazolinCephazolin SodiumCefazolin injectionSK&F 41558CEFAZOLIN AND DEXTROSEANCEF IN PLASTIC CONTAINER
Datenbank-Bezeichner
- CAS
27164-46-1- PubChem CID
- 23675322
- DTXSID
DTXSID901015786- ChEMBL
CHEMBL1200523
Eigenschaften
Berechnete Struktureigenschaften
- Polarare Oberfläche (TPSA)
- 238 Ų
- H-Brücken-Donoren
- 1
- H-Brücken-Akzeptoren
- 12
- Frei drehbare Bindungen
- 7
- Schwere Atome
- 30
- Formalladung
- 0
- Komplexität
- 746
Experimentelle und physikochemische Eigenschaften
Human Drugs
FDA approved drugs -> Active ingredient
FDA approved drugs -> Active ingredient
Collision Cross Section183.9 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
Physikochemische Eigenschaften
- Schmelzpunkt
- 190 °C · 190 °C
- Brechungsindex
- 20 ° · 20 ° (C=10, H2O)
- storage temp.
- 2 · Keep in dark place,Inert atmosphere,2-8°C
- Löslichkeit
- 2 O: · H2O: 50 mg/mL, clear, colorless
- Aggregatzustand
- crystalline powder
- Farbe
- White to Off-White
- Merck
- 14 · 14,1917
- BRN
- 3585038 · 3585038
- Stabilität
- 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.
Sicherheit und Regulatorisches
Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.
GHS-Klassifizierung
GHS Classification
Danger
H317 (98.4%): 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)
Aggregated GHS information provided per 62 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Gefahrenhinweise
Other Safety InformationIMAP assessments - 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 3-[[(5-methyl-1,3,4-thiadiazol-2-yl)thio]methyl]-8-oxo-7-[(1H-tetrazol-1-ylacetyl)amino]-, monosodium salt, (6R-trans)-: Environment tier I assessment
Hazard Classes and CategoriesSkin Sens. 1 (98.4%)
Toxikologische Informationen
Drug Induced Liver Injury
Drug Induced Liver Injury Rank (DILIrank 2.0)
Cefazolin sodium
vLess-DILI-concern
3
Adverse reactions
DOI:10.1016/j.drudis.2016.02.015
Sicherheitsdaten
- wgk
- 2
- hs_code
- 29349990
- RTECS-Nr.
- XI0390000
- risk_code
- 42/43-36/37/38-20/21/22
- Toxizität
- LD50 in mice, rats (mg/kg): 3.9, 3.18 i.v.; 6.2, 7.4 i.p. (Birkhead)
Chemie und Industrie
Pharmakologische Informationen
FDA Pharmacological Classification
CEFAZOLIN SODIUM
Cephalosporins [CS]; Cephalosporin Antibacterial [EPC]
MeSH Pharmacological ClassificationSubstances that inhibit the growth or reproduction of BACTERIA.
Anwendungen
BeschreibungCefazolin 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.
VerwendenSemi-synthetic antibiotic derived from 7-amino-cepphalosporanic acid. An antibacterial
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