Azidocillin

Base Information

• Chemical Name: Azidocillin
• CAS No.: 17243-38-8
• Molecular Formula: C₁₆H₁₇N₅O₄S
• Molecular Weight: 375.408
• European Community (EC) Number: 241-278-5
• UNII: R8XDP7L3SL
• ChEMBL ID: CHEMBL2105907
• DSSTox Substance ID: DTXSID20938154
• Metabolomics Workbench ID: 43712
• NCI Thesaurus Code: C76853
• Wikidata: Q4832566
• Wikipedia: Azidocillin
• Mol file: 17243-38-8.mol

Synonyms:6-(azido-2-phenylacetamido)penicillanic acid;azidobenzylpenicillin;azidocillin;azidocillin, 2S-(2alpha,5alpha,6beta);azidocillin, monopotassium salt, (2S-(2alpha,5alpha,6beta(R*)))-isomer;azidocillin, monopotassium salt, (2S-(2alpha,5alpha,6beta(S*)))-isomer;azidocillin, monopotassium salt, (2S-(2alpha,5alpha,6beta))-isomer;azidocillin, monosodium salt, (2S-(2alpha,5alpha,6beta(S*)))-isomer

Chemical Property of Azidocillin

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 161.76000
• Density: g/cm³
• LogP: 1.45126
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 5
• Exact Mass: 375.10012521
• Heavy Atom Count: 26
• Complexity: 672

Purity/Quality:

98%Min ^*data from raw suppliers

AZIDOCILLIN 98.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(C(N2C(S1)C(C2=O)NC(=O)C(C3=CC=CC=C3)N=[N+]=[N-])C(=O)O)C
• Isomeric SMILES: CC1([C@@H](N2[C@H](S1)[C@@H](C2=O)NC(=O)[C@@H](C3=CC=CC=C3)N=[N+]=[N-])C(=O)O)C
• Therapeutic Function: Antibacterial

Technology Process of Azidocillin

There total 4 articles about Azidocillin 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:

2-bromophenylacetic acid (4870-65-9,31302-84-8) → azidocillin (28357-46-2,17243-38-8)

Guidance literature:

Multi-step reaction with 3 steps

1: NaN₃, Na₂CO₃ / acetone

2: SOCl₂

3: NaHCO₃ / acetone; H₂O

With thionyl chloride; sodium azide; sodium hydrogencarbonate; sodium carbonate; In water; acetone;

Reference yield:

2-azido-2-phenylacetic acid (29289-35-8,3380-95-8) → azidocillin (28357-46-2,17243-38-8)

Guidance literature:

Multi-step reaction with 2 steps

1: SOCl₂

2: NaHCO₃ / acetone; H₂O

With thionyl chloride; sodium hydrogencarbonate; In water; acetone;

Reference yield:

2-azidophenylacetyl chloride (16461-71-5) + 6-Aminopenicillanic Acid (551-16-6) → azidocillin (28357-46-2,17243-38-8)

Guidance literature:

With sodium hydrogencarbonate; In water; acetone;

upstream raw materials:

2-azidophenylacetyl chloride

6-Aminopenicillanic Acid

2-bromophenylacetic acid

2-azido-2-phenylacetic acid