Basic information
- CAS
78439-06-2- Standard SMILES
CC(C)(O/N=C(\C(=O)N[C@@H]1C(=O)N2C(C(=O)[O-])=C(C[n+]3ccccc3)CS[C@H]12)c1csc(N)n1)C(=O)O.O.O.O.O.O- InChIKey
NMVPEQXCMGEDNH-TZVUEUGBSA-N- Molecular formula
- C22H32N6O12S2
- Average molar mass
- 636.7 g/mol
- Monoisotopic mass
- 636.15196246
Overview
Ceftazidime pentahydrate is a hydrate that is the pentahydrate of ceftazidime, a cephalosporin having 7beta-[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-{[(2-carboxypropan-2-yl)oxy]imino}acetyl]amino and 3-pyridinium-1-ylmethyl side-groups. It contains a ceftazidime.
Names & identifiers
- Preferred name
- Ceftazidime Pentahydrate
- IUPAC
- (6R,7R)-7-[[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(2-carboxypropan-2-yloxyimino)acetyl]amino]-8-oxo-3-(pyridin-1-ium-1-ylmethyl)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate;pentahydrate
- English name
- Ceftazidime pentahydrate
- Molecular formula
- C22H24N6O8S2
- Molecular weight
- 564.59
Names & synonyms
Ceftazidime pentahydrate78439-06-2Ceftazidime hydrateDTXSID0045599CHEBI:3509DTXCID8025599RefChem:574982(6R,7R)-7-((Z)-2-(2-Aminothiazol-4-yl)-2-(1-carboxy-1-methylethoxyimino)acetylamino)-3-(pyridinium-1-ylmethyl)-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylate pentahydrateModacinGlazidimCeftazidime CRSTazicef (TN)
Show more names
KefazimCEFTAZIMECeftazidime RScazpentahydratesn401pentahydrategr20263pentahydrateCeftazidime USP/EP/BPCeftazidime 5-hydrateCeftazidieme Pentahydrate
MFCD00153936(6R,7R)-7-[[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(2-carboxypropan-2-yloxyimino)acetyl]amino]-8-oxo-3-(pyridin-1-ium-1-ylmethyl)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate;pentahydrateCeftazidime Pentahydrate(Contain 1 equivalent of Na2CO3 as stabilizer)NCGC00017137-01Ceftazidime (USP)CAS-78439-06-2CEFTAZIDIME [USAN]CEFTAZIDIME [VANDF]
Properties
Computed structural properties
- Topological polar surface area
- 250 Ų
- Hydrogen bond donors
- 8
- Hydrogen bond acceptors
- 17
- Rotatable bonds
- 8
- Heavy atoms
- 42
- Formal charge
- 0
- Complexity
- 1,020
Experimental & physicochemical properties
Chemical ClassesOther Uses -> Pharmaceuticals
Human Drugs
Breast Feeding; Lactation; Anti-Infective Agents; Antibacterial Agents; Cephalosporins
Breast Feeding; Lactation; Milk, Human; Anti-Infective Agents; Antibacterial Agents; Cephalosporins
Physicochemical properties
- Melting point
- 1500 C · >1500C (dec.)
- RTECS
- 2230000 · UU2230000
- storage temp.
- 2 · 2-8°C
- solubility
- Sparingly soluble in aqueous solution
- pka
- 1.8 · pKa 1.8 (Uncertain)
- form
- Solid
- color
- White
- Stability
- Light Sensitive, Moisture Sensitive
- CAS DataBase Reference
- 78439 · 78439-06-2(CAS DataBase Reference)
- FDA UNII
- 9 M416Z9QNR · 9M416Z9QNR
- Symbol(GHS)
- 8 · GHS08
Safety & regulation
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)
Aggregated GHS information provided per 63 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Hazards SummaryMay cause allergic skin reaction and asthma; [Pfizer] Occupational asthma confirmed in a pharmaceutical worker; [Malo]
Hazard Classes and CategoriesSkin Sens. 1 (100%)
Toxicology
Adverse EffectsAsthma - Reversible bronchoconstriction (narrowing of bronchioles) initiated by the inhalation of irritating or allergenic agents.
Effects During Pregnancy and Lactation
◉ Summary of Use during Lactation
◉ Summary of Use during Lactation
Safety data
- wgk
- 1
- hs_code
- 29419000
- risk_code
- 42/43
- Signal word
- Danger
- Symbol(GHS)
- GHS08
- hazard_code
- Xn
- safety_code
- 22-36/37-45-37-24
- Hazard statements
Chemistry & industry
Pharmacology
MeSH Pharmacological Classification
Agents that are structurally similar to other CEPHALOSPORINS but have a broader spectrum of activity against bacteria than the first and second generation cephalosporins. These agents cover more resistant STREPTOCOCCUS, STAPHYLOCOCCUS, gram-positive anaerobes, and more resistant strains of HAEMOPHILUS, NEISSERIA, PROTEUS, ESCHERICHIA COLI, and KLEBSIELLA (HNPEK).
Uses & manufacturing
UsesA cephalosporin antibiotic; [Pfizer]
Applications
DescriptionCeftazidime is the latest third generation cephalosporin to reach the market. It has one of the broadest spectrums of the cephalosporins, similar in many regards to that of cefotaxime. It is particularly active against Pseudomonas aeruginosa, being perhaps 4-5 times more potent in vitro than moxalactam and cefotaxime.
UsesThird generation cephalosporin antibiotic. Antibacterial.
UsesCeftazidime pentahydrate is an antibacterial agent. It is used especially for Pseudomonas and other gram-negative infections in debilitated patients. It is used in the treatment of patients with infections caused by susceptible strains of organisms in the following diseases: lower respiratory tract infections,skin and skin structure infections, urinary tract infections, bacterial septicemia, bone and joint infections, gynecologic infections, intra abdominal infections (including peritonitis), and central nervous system infections (including meningitis).
Upstream & downstream products
Downstream products
Related reactions
0 records
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Compound notes
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