Aztreonam (Azactam, Cayston)

Base Information

Chemical Name:Aztreonam (Azactam, Cayston)
CAS No.:85506-30-5
Molecular Formula:C₁₃H₁₇N₅O₈S₂
Molecular Weight:435.439
Hs Code.:
European Community (EC) Number:287-382-4,278-839-9
DSSTox Substance ID:DTXSID001101697
Wikipedia:Aztreonam
Wikidata:Q27166362
NCI Thesaurus Code:C28845
RXCUI:1272
ChEMBL ID:CHEMBL1553249
Mol file:85506-30-5.mol

Synonyms:Az threonam;Az-threonam;Azactam;Azthreonam;Aztreonam;SQ 26,776;SQ-26,776;SQ26,776;Urobactam

Suppliers and Price of Aztreonam (Azactam, Cayston)

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 2 raw suppliers

Chemical Property of Aztreonam (Azactam, Cayston)

Chemical Property:

PKA:-0.29±0.60(Predicted)
Density:1.83g/cm³
XLogP3:0.3
Hydrogen Bond Donor Count:4
Hydrogen Bond Acceptor Count:12
Rotatable Bond Count:7
Exact Mass:435.05185486
Heavy Atom Count:28
Complexity:808

Purity/Quality:: 99% ^*data from raw suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Drug Classes:Antiinfective Agents
Canonical SMILES:CC1C(C(=O)N1S(=O)(=O)O)NC(=O)C(=NOC(C)(C)C(=O)O)C2=CSC(=N2)N
Isomeric SMILES:C[C@H]1[C@@H](C(=O)N1S(=O)(=O)O)NC(=O)C(=NOC(C)(C)C(=O)O)C2=CSC(=N2)N
Recent ClinicalTrials:Ceftobiprole in the Treatment of Patients With Acute Bacterial Skin and Skin Structure Infections
Recent EU Clinical Trials:A Phase 3, Multi-Center, Randomized, Single-Blind Study to Assess the Efficacy and Safety of Cefepime/Nacubactam and Aztreonam/Nacubactam Versus Best Available Therapy in Adults With Complicated Urinary Tract Infection, Acute Uncomplicated Pyelonephritis, Hospital-Acquired Bacterial Pneumonia, Ventilator-Associated Bacterial Pneumonia, and Complicated Intra-Abdominal Infection due to Carbapenem-Resistant Enterobacterales

Technology Process of Aztreonam (Azactam, Cayston)

There total 36 articles about Aztreonam (Azactam, Cayston) which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 86.9%

: 80082-65-1
(3S-trans)-3-Amino-4-methyl-2-oxo-1-azetidinesulfonic acid

: 89604-92-2,158183-05-2
(Z)-2-<<<1-(2-amino-4-thiazolyl)-2-<(2-benzothiazolyl)thio>-2-oxoethylidene>amino>oxy>-2-methyl propanoic acid 1,1-dimethylethyl ester

: 78110-38-0,80951-91-3,149496-40-2,99341-02-3,85506-30-5
azthreonam

Guidance literature:: (3S-trans)-3-Amino-4-methyl-2-oxo-1-azetidinesulfonic acid; (Z)-2-<<<1-(2-amino-4-thiazolyl)-2-<(2-benzothiazolyl)thio>-2-oxoethylidene>amino>oxy>-2-methyl propanoic acid 1,1-dimethylethyl ester; With pyridine; In acetonitrile; at -5 ℃; for 4h;

With nitric acid; at 35 ℃; for 2h; pH=1; Solvent; Reagent/catalyst; Temperature;

Reference yield: 81.0%

: 139714-28-6
(Z)-2-[[[1-(2-amino-4-thiazolyl)-2-(3-oxido-1H-benzotriazol-1-yl)-2-oxoethylidene]amino]oxy]-2-methylpropanoic acid methanesulfonate (1:1) salt

: 80082-65-1
(3S-trans)-3-Amino-4-methyl-2-oxo-1-azetidinesulfonic acid

: 78110-38-0,80951-91-3,149496-40-2,99341-02-3,85506-30-5
azthreonam

Guidance literature:: (Z)-2-[[[1-(2-amino-4-thiazolyl)-2-(3-oxido-1H-benzotriazol-1-yl)-2-oxoethylidene]amino]oxy]-2-methylpropanoic acid methanesulfonate (1:1) salt; (3S-trans)-3-Amino-4-methyl-2-oxo-1-azetidinesulfonic acid; With triethylamine; In ethanol; water; at -6 - -3 ℃; for 3h;

With hydrogenchloride; In ethanol; water; at -3 - 0 ℃;
DOI:10.1021/op025572d