methicillin

Product Name
methicillin
CAS No.
61-32-5
Chemical Name
methicillin
Synonyms
Metin;C07177;BRL-1241;Metacillin;Dimocillin;Methcilline;methicillin;Dimethoxyphenyl Penicillin;MRSA Selective Supplement;2,6-Dimethoxyphenylpenicillin
CBNumber
CB3889080
Molecular Formula
C17H20N2O6S
Formula Weight
380.42
MOL File
61-32-5.mol
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methicillin Property

Boiling point:
640.0±55.0 °C(Predicted)
Density 
1.44±0.1 g/cm3(Predicted)
pka
pKa 2.77± 0.04(H2O,t = 25,c=0.0097) (Uncertain)
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Safety

Hazard Codes 
Xn
Risk Statements 
22
WGK Germany 
3
RTECS 
XH2379000
Hazardous Substances Data
61-32-5(Hazardous Substances Data)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P330Rinse mouth.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
51387
Product name
MRSA Selective Supplement
Purity
for microbiology
Packaging
5vials
Price
$168
Updated
2024/03/01
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methicillin Chemical Properties,Usage,Production

Uses

Antibacterial.

Definition

ChEBI: A penicillin that is 6-aminopenicillanic acid in which one of the amino hydrogens is replaced by a 2,6-dimethoxybenzoyl group.

brand name

Staphcillin (Apothecon).

Antimicrobial activity

2,6-Dimethoxyphenylpenicillin; methicillin (international non-proprietary name). The first β-lactamase-resistant semisynthetic penicillin. It was initially used widely but has been superseded by other group 3 members and is no longer commercially available.
It is less active than benzylpenicillin or other group 3 penicillins. It is very stable to staphylococcal β-lactamase and is active against β-lactamaseproducing strains of Staph. aureus that do not produce a functional PBP 2a. Resistance is common among staphylococci, with the incidence geographically diverse. Most methicillin-resistant staphylococcal isolates display multiresistance.
It is not acid resistant, and must therefore be administered parenterally. About 10% is metabolized, with 60–80% of the dose excreted in the urine. Toxicity is similar to that of other group 3 penicillins. Nephritis appears to be more common than with other penicillins.

Pharmacology

Like other semisynthetic penicillins, methicillin exhibits an antibacterial effect similar to that of benzylpenicillin. The main difference between methicillin and benzylpenicillin is that it is not inactivated by the enzyme penicillinase, and therefore it is effective with respect to agents producing this enzyme (staphylococci). It is used for infections caused by benzylpenicillinresistant staphylococci (septicemia, pneumonia, empyemia, osteomyelitis, abscesses, infected wounds, and others). Synonyms of this drug are cinopenil, celbenin, staphcillin, and others.

Synthesis

Methicillin, [2S-(2|á,5|á,6|?)]-3,3-dimethyl-7-oxo-6-(2,6-dimethoxybenzamido)- 4-thia-1-azabicyclo[3.2.0]-heptan-2-carboxylic acid (32.1.1.3), is synthesized by acylating 6- APA with 2,6-dimethoxybenzoic acid chloride in the presence of triethylamine.

methicillin Preparation Products And Raw materials

Raw materials

Preparation Products

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methicillin Suppliers

Service Chemical Inc.
Tel
--
Fax
--
Email
sales@chemos-group.com
Country
Germany
ProdList
6350
Advantage
71

61-32-5, methicillin Related Search:


  • methicillin
  • Methcilline
  • 2,6-Dimethoxyphenyl-penicillin, Methicillin Selective Supplement, Methicillin, Staphcillin
  • MRSA Selective Supplement
  • (2S,5R,6R)-6-(2,6-Dimethoxybenzoylamino)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptan-2-carboxylic acid
  • 2,6-Dimethoxyphenylpenicillin
  • BRL-1241
  • Dimocillin
  • Metacillin
  • C07177
  • 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylicacid, 6-[(2,6-diMethoxybenzoyl)aMino]-3,3-diMethyl-7-oxo-, (2S,5R,6R)-
  • Dimethoxyphenyl Penicillin
  • Metin
  • 61-32-5