61-32-5 Usage
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.
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superseded by other group 3 members and is no longer commercially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-(2α,5α,6β)]-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.
Check Digit Verification of cas no
The CAS Registry Mumber 61-32-5 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 6 and 1 respectively; the second part has 2 digits, 3 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 61-32:
(4*6)+(3*1)+(2*3)+(1*2)=35
35 % 10 = 5
So 61-32-5 is a valid CAS Registry Number.
InChI:InChI=1/C17H20N2O6S/c1-17(2)12(16(22)23)19-14(21)11(15(19)26-17)18-13(20)10-8(24-3)6-5-7-9(10)25-4/h5-7,11-12,15H,1-4H3,(H,18,20)(H,22,23)/t11-,12+,15-/m1/s1
61-32-5Relevant academic research and scientific papers
Method of using deuterated calcium channel blockers
-
, (2008/06/13)
Therapeutic methods and compositions using deuterated enriched 2-[(2-aminoethoxy)methyl]-4-(2-chlorophenyl)-1,4-dihydro-6-methyl-3,5-pyridinedicarboxylic acid 3-ethyl 5-methyl ester and other deuterated dihydropyridine compounds are described. The deuterated compounds exhibit enhanced efficacy in blocking calcium channels over non-deuterated dihydropyridines.
Enhancement of the efficacy of nifedipine by deuteration
-
, (2008/06/13)
A method of enhancing the efficiency and increasing the duration of action of drugs (e.g. dihydropyridines and anti-bacterials) and particularly of nifedipine and penicillins wherein one or more hydrogen atoms are deuterated and wherein the deuterated drug has unexpectedly improved properties when used in much lower concentrations than unmodified drug. A method for determining the identity and bioequivalency of a new drug is also disclosed wherein the molecular and isotope structure of a new drug is determined by isotope ratio mass spectrometry and compared with the molecular and isotope structure of a known human drug.
