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Metampicillin

Metampicillin structure

Metampicillin 

structure
  • CAS No:

    6489-97-0

  • Formula:

    C17H19N3O4S

  • Chemical Name:

    Metampicillin

  • Synonyms:

    4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid,3,3-dimethyl-6-[[(2R)-(methyleneamino)phenylacetyl]amino]-7-oxo-,(2S,5R,6R)-;4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid,3,3-dimethyl-6-[2-(methyleneamino)-2-phenylacetamido]-7-oxo-;4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid,3,3-dimethyl-6-[[(methyleneamino)phenylacetyl]amino]-7-oxo-,[2S-[2α,5α,6β(S*)]]-;(2S,5R,6R)-3,3-Dimethyl-6-[[(2R)-(methyleneamino)phenylacetyl]amino]-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid;D-(-)-α-(Methimino)benzylpenicillin;Metampicillin;Methylenampicillin;D-(-)-α-Methyleneaminobenzylpenicillin;Pravacilin;Viderpen;Ruticina;Micinovo;Fedacilina;Rastomycin K;22232-69-5

Description

ChEBI: A penicillin compound having a 6beta-(2R)-2-(methylideneamino)-2-phenylacetamido side-group.


Metampicillin is a penicillin compound having a 6beta-(2R)-2-(methylideneamino)-2-phenylacetamido side-group. It is a penicillin and a penicillin allergen. It is a conjugate acid of a metampicillin(1-).|Metampicillin is a penicillin antibiotic prepared by the reaction of ampicillin with formaldehyde. It is hydrolysed in aqueous solution to form ampicillin. Hydrolysis is rapid under acid conditions like the stomach.

Metampicillin Basic Attributes

361.41500

361.42

229-365-6

G0H6U7VSTK

DTXSID5048479

J - Antiinfectives for systemic use

Characteristics

124.37000

1.38880

1.46g/cm3

1.689

Safety Information

P261, P272, P280, P285, P302+P352, P304+P341, P321, P333+P313, P342+P311, P363, P501

H317

|Danger|H317 (100%): May cause an allergic skin reaction [Warning Sensitization, Skin]|P261, P272, P280, P285, P302+P352, P304+P341, P321, P333+P313, P342+P311, P363, 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.

Drug Information

Substances that inhibit the growth or reproduction of BACTERIA. (See all compounds classified as Anti-Bacterial Agents.)

6-(2-methyleneamino-2-phenylacetamido)penicillanic acid

Computed Properties

Molecular Weight:361.4
XLogP3:3
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:6
Rotatable Bond Count:5
Exact Mass:361.10962727
Monoisotopic Mass:361.10962727
Topological Polar Surface Area:124
Heavy Atom Count:25
Complexity:603
Defined Atom Stereocenter Count:4
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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