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Aspoxicillin

Aspoxicillin structure

CAS No:
63358-49-6
Formula:
C21H27N5O7S
Chemical Name:
Aspoxicillin
Synonyms:
Glycinamide,N-methyl-D-asparaginyl-N-[(2S,5R,6R)-2-carboxy-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-6-yl]-2-(4-hydroxyphenyl)-,(2R)-;Glycinamide,N-methyl-D-asparaginyl-N-(2-carboxy-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-6-yl)-D-2-(4-hydroxyphenyl)-,[2S-(2α,5α,6β)]-;TA 058;Aspoxicillin;ASPC;Doyle
Categories:
Active Pharmaceutical Ingredients > Antibiotics

Description

Aspoxicillin is a broad-spectrum antimicrobial agent against 68 isolates of Actinobacillus pleuropneumoniae with an MIC90 value of <= 0.05 μg/ml. Aspoxicillin has a long half-life in mouse serum of 55 minutes[1][2].

Aspoxicillin Basic Attributes

Molecular Weight：

494.52

Exact Mass：

493.53

DSSTox ID：

DTXSID6046921

Characteristics

PSA：

215.87000

XLogP3：

-0.53

Density：

1.5±0.1 g/cm3

Melting Point：

195-198 °C (decomp)

Boiling Point：

985.1±65.0 °C at 760 mmHg

Flash Point：

549.5±34.3 °C

Refractive Index：

1.672

Storage Conditions：

2-8°C

Safety Information

Transport codes：

NONH for all modes of transport

wgk germany：

hazard class code：

36/37/38

safety instructions：

RTECS Number：

MB7548000

Marks：

Precautionary statement(s)：

P261-P305 + P351 + P338

Hazard Statements：

H315-H319-H335

GHS Classification：

|Warning|H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 38 companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Aspoxicillin Use and Manufacturing

Methods of Manufacturing

2-Amino-3-methylaminocarbonylpropionic acid and m-nitrobenzenesulfonyl chloride undergo an acylation reaction to protect the free amino group of the side chain and react with N-hydroxysuccinimide to form an active ester. The active ester is used With high reactivity, in the presence of triethylamine, amoxicillin is acylated, and then under the action of thioacetamide, the protective group on the amino group is removed to obtain apocillin.

Uses

The broad-spectrum semi-synthetic penicillin has a strong antibacterial effect against Gram-positive bacteria such as Staphylococcus, Streptococcus, and Pneumococcus, as well as Gram-negative bacteria such as Escherichia coli, Influenza, and Anaerobic Bacteroides. Antibacterial effect. Clinically used for infections caused by the above-mentioned sensitive bacteria, including sepsis, bacterial infective endocarditis, acute and chronic bronchitis, bronchiectasis infection, trauma and surgical wound surface infections, tonsillitis, pneumonia and so on.

Computed Properties

Molecular Weight:493.5
XLogP3:-3.4
Hydrogen Bond Donor Count:6
Hydrogen Bond Acceptor Count:9
Rotatable Bond Count:8
Exact Mass:493.16311939
Monoisotopic Mass:493.16311939
Topological Polar Surface Area:217
Heavy Atom Count:34
Complexity:861
Undefined Atom Stereocenter Count:5
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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Aspoxicillin

CAS No.: 63358-49-6

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