Cefpiramide acid
Cefpiramide acid Basic information
- Product Name:
- Cefpiramide acid
- Synonyms:
-
- (6R,7R)-7-[(2R)-2-(4-hydroxyphenyl)-2-[(6-Methyl-4-oxo-1,4-dihydropyridin-3-yl)forMaMido]acetaMido]-3-{[(1-Methyl-1H-1,2,3,4-tetrazol-5-yl)sulfanyl]Methyl}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
- 7-aMino-3-(1-Methyl-1-pyrroleane oniuM acids)Methyl-2-oxacepheMs-2-Carboxylic Acid Hydrochloride
- sodium 7-[[2-(4-hydroxyphenyl)-2-[[(6-methyl-4-oxo-1H-pyridin-3-yl)-oxomethyl]amino]-1-oxoethyl]amino]-3-[[(1-methyl-5-tetrazolyl)thio]methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
- Suncefal:Sepatren
- 7-[2-[(4-hydroxy-6-methylpyridine-3-carbonyl)-amino]-2-(4-hydroxy phenyl)-acetylamin]-3-(1-methyl-1h-tetrazole-5-thiomethyl)-8-keto-5-thiox-1-azole[4.2.0]octadiene-2-carboxylic acid
- CEFPIRAMIDE
- cefpiramide acid
- 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-[[(2R)-[[(4-hydroxy-6-methyl-3-pyridinyl)carbonyl]amino](4-hydroxyphenyl)acetyl]amino]-3-[[(1-methyl-1H-tetrazol-5-yl)thio]methyl]-8-oxo-, (6R,7R)-
- CAS:
- 70797-11-4
- MF:
- C25H24N8O7S2
- MW:
- 612.64
- EINECS:
- 1308068-626-2
- Product Categories:
-
- Pharmaceutical intermediate
- Miscellaneous
- Mol File:
- 70797-11-4.mol
Cefpiramide acid Chemical Properties
- Melting point:
- 213-215° (dec)
- Density
- 1.75±0.1 g/cm3(Predicted)
- storage temp.
- -20°C Freezer, Under Inert Atmosphere
- solubility
- DMSO (Slightly), Methanol (Slightly)
- form
- Solid
- pka
- 2.62±0.50(Predicted)
- color
- White
- InChIKey
- PWAUCHMQEXVFJR-PMAPCBKXSA-N
- SMILES
- N12[C@@]([H])([C@H](NC([C@H](NC(C3=C(O)C=C(C)N=C3)=O)C3=CC=C(O)C=C3)=O)C1=O)SCC(CSC1N(C)N=NN=1)=C2C(O)=O
Cefpiramide acid Usage And Synthesis
Chemical Properties
Yellow crystal, melting point 213~215°C (decomposition). Cefpiramide Sodium (Cefpiramide Sodium): C25H23N8O7S2Na.[74849-93-7]. White to yellowish white crystalline powder, odorless, bitter taste. Very soluble in dimethylformamide, soluble in water, slightly soluble in methanol, very slightly soluble in ethanol, insoluble in chloroform, acetone, tetrahydrofuran, acetonitrile or n-hexane.
Uses
Antibacterial.
Uses
Cefpiramide is used as a β-lactam antibiotic.
Definition
ChEBI: A third-generation cephalosporin antibiotic with [(1-methyl-1H-tetrazol-5-yl)sulfanyl]methyl and (R)-2-{[(4-hydroxy-6-methylpyridin-3-yl)carbonyl]amino}-2-(4-hydroxyphenyl)acetamido groups at positions 3 and 7, respectiv ly, of the cephem skeleton. It has a broad spectrum of antibacterial activity.
Antimicrobial activity
A semisynthetic parenteral cephalosporin. It exhibits a broad
range of activity, which includes Ps. aeruginosa, though the overall activity is rather modest. It is moderately
stable to most β-lactamases but less so than ceftazidime or
cefpirome.
In volunteers given 0.5 or 1 g by intravenous bolus, the mean
plasma concentration shortly after injection was around 150 or
300 mg/L, respectively. There was no accumulation when the
same doses were repeated every 12 h for 11 doses. It is highly
bound to plasma protein (c. 95%). The mean plasma half-life
is around 5 h. Less than one-quarter of the dose appears in the
urine over 24 h; the rest is excreted in bile and high concentrations
are found in feces. Renal impairment has little effect on
elimination in patients with normal liver function.
Diarrhea may be associated with marked suppression of
gut flora resulting from biliary excretion of the drug. The molecule
includes a C-3 methylthiotetrazole side chain and side
effects associated with that substituent are to be expected.
It is available in Japan.
in vivo
Cefpiramide (25 mg/kg; i.v.; once) shows anti-Streptococcus pneumoniae activity in experimental pneumococcal meningitis[2].
Cefpiramide (25 mg/kg; i.v.; once) reduces bacteria in CSF more than 10[4] CFU/ml[2].
| Animal Model: | New Zealand white male rabbits(2-3 kg)[2]. |
| Dosage: | 25 mg/kg |
| Administration: | Intravenous injection; once. |
| Result: | Anti-Streptococcus pneumoniae. |
IC 50
β-lactam
Cefpiramide acid Preparation Products And Raw materials
Raw materials
Cefpiramide acidSupplier
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