Benzylpenicilloic acid

Base Information

• Chemical Name: Benzylpenicilloic acid
• CAS No.: 13057-98-2
• Molecular Formula: C16H20 N2 O5 S
• Molecular Weight: 352.411
• Hs Code.: 2934999090
• NSC Number: 521049,163084
• DSSTox Substance ID: DTXSID301031726
• Nikkaji Number: J24.634D
• Wikipedia: Penicilloic_acid
• Mol file: 13057-98-2.mol

Synonyms:penicilloate;penicilloic acid;penicilloic acid, disodium salt

Chemical Property of Benzylpenicilloic acid

Chemical Property:

• Melting Point: 112 °C
• Boiling Point: 687.1°Cat760mmHg
• PKA: pKa 5.32±0.05(H2O t=25 c=0.01M)(Approximate)
• Flash Point: 369.3°C
• PSA: 141.03000
• Density: 1.331g/cm³
• LogP: 1.41250
• Storage Temp.: 2-8°C
• XLogP3: -1.1
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 6
• Exact Mass: 352.10929292
• Heavy Atom Count: 24
• Complexity: 505

Purity/Quality:

97% ^*data from raw suppliers

Benzylpenicilloic acid disodium salt, mixture of epimeres ≥95% (HPLC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(C(NC(S1)C(C(=O)O)NC(=O)CC2=CC=CC=C2)C(=O)O)C
• Uses: Benzylpenicilloic Acid is a secondary metabolites in Penicillin G (61-33-6 an antibacterial, antimicrobial medication.

Technology Process of Benzylpenicilloic acid

There total 19 articles about Benzylpenicilloic acid 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: 23.0%

6-(2-phenylacetamido)penicillanic acid (61-33-6,7005-30-3,30411-69-9,47294-41-7,47294-44-0,70019-71-5) → benzylpenicilloic acid (13057-98-2) + benzylpenicillenic acid (3264-88-8,32347-08-3,108101-71-9) + benzylpenicillic acid (13093-87-3)

Guidance literature:

Rate constant; acidic degradation;

Reference yield:

penicillin G (61-33-6) → benzylpenicilloic acid (13057-98-2,87492-68-0,89014-19-7,96572-86-0,96572-87-1) + benzylpenamaldic acid (64950-15-8,108101-72-0) + benzylpenilloic acid (501-34-8,28325-47-5) + benzylpenicillenic acid (3264-88-8,32347-08-3,108101-71-9) + benzylpenicillic acid (13093-87-3)

Guidance literature:

With hydrogenchloride; In water; at 30 ℃; Rate constant; hydrolysis;

Reference yield:

penicillin G (61-33-6) → benzylpenicilloic acid (13057-98-2)

Guidance literature:

With TEM-1 β-lactamase; In aq. phosphate buffer; glycerol; pH=7; Reagent/catalyst; Enzymatic reaction;

DOI:10.1039/c5md00325c

upstream raw materials:

benzylpenicillenic acid

6-(2-phenylacetamido)penicillanic acid

penicillin G

propylamine

Downstream raw materials:

benzylpenilloic acid

benzylpenicillic acid

2-[methoxycarbonyl-(2-phenyl-acetylamino)-methyl]-5,5-dimethyl-thiazolidine-4-carboxylic acid methyl ester

Refernces

• 1、 Kessler, David P.,Cushman, Mark,Ghebre-Sellassie, Isaac,Knevel, Adelbert M.,Hem, Stanley L.. "Investigation of a Proposed Penicillin G Acidic Degradation Scheme using High-pressure Liquid Chromatography and Optimization Techniques and Mechanistic Considerations". . p. 1699 - 1704. Retrieved 2007/10/02.
• 2、 Gensmantel, Nigel P,Page, Michael I.. "The Micelle-catalysed Hydrolysis of Benzylpenicillin". . p. 147 - 154. Retrieved 2007/10/02.