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PIVMECILLINAM

PIVMECILLINAM Structure
PIVMECILLINAM
  • CAS No.32886-97-8
  • Chemical Name:PIVMECILLINAM
  • CBNumber:CB8680680
  • Molecular Formula:C21H33N3O5S
  • Formula Weight:439.57
  • MOL File:32886-97-8.mol
PIVMECILLINAM Property
  • Melting point 118-119 C
  • alpha D20 +231° (c = 1 in 96% ethanol)
  • Boiling point 581.0±60.0 °C(Predicted)
  • Density 1.30±0.1 g/cm3(Predicted)
  • storage temp. -20°C
  • solubility DMSO: soluble5mg/mL, clear (warmed)
  • form powder
  • pka 8.11±0.60(Predicted)
  • color white to beige
  • optical activity [α]/D +215 to +245°, c = 1 in ethanol
  • FDA UNII 1WAM1OQ30B
  • ATC code J01CA08
Safety
  • Hazard Codes  :Xi
  • Risk Statements  :36/37/38
  • Safety Statements  :26-37/39
  • WGK Germany  :3
  • RTECS  :XI0185000
  • Toxicity :LD50 in mice, rats (mg/kg): 475-480, 465 i.v.; 1736-1930, 1935-2100 s.c.; 3020, 9500-10000 orally (Sato)
Hazard and Precautionary Statements (GHS)
  • Symbol(GHS)
  • Signal word
  • Hazard statements
  • Precautionary statements
PIVMECILLINAM Price More Price(2)
  • Brand: Sigma-Aldrich(India)
  • Product number: SML0817
  • Product name : Pivmecillinam
  • Purity: ≥98% (HPLC)
  • Packaging: 10MG
  • Price: ₹7144.5
  • Updated: 2022/06/14
  • Buy: Buy
  • Brand: Sigma-Aldrich(India)
  • Product number: SML0817
  • Product name : Pivmecillinam
  • Purity: ≥98% (HPLC)
  • Packaging: 50MG
  • Price: ₹28956.88
  • Updated: 2022/06/14
  • Buy: Buy

PIVMECILLINAM Chemical Properties,Usage,Production

  • Description Pivmecillinam was found by a series of studies at Leo in 1969. It is a derivative of 6βformamidinopenicillanic acid and shows strong activity against gram-negative bacilli. Pivmecillinam is hydrolyzed by intestinal esterase and acts similarly to mecillinam after oral administration. Mecillinam shows weaker activity than ampicillin against gram-positive cocci but much stronger activity against a wide range of gramnegative bacilli.
  • Originator Selexid, Leo ,UK ,1977
  • Uses Antibacterial.
  • Definition ChEBI: Pivmecillinam is a penicillanic acid ester that is the [(2,2-dimethylpropanoyl)oxy]methyl ester and prodrug of mecillinam. It has a role as an antiinfective agent, an antibacterial drug and a prodrug. It is a penicillanic acid ester, a penicillin and a pivaloyloxymethyl ester. It is functionally related to a mecillinam.
  • Manufacturing Process The starting material N-formylhexamethyleneimine was prepared from hexamethyleneimine and chloral.
    12.7 g of N-formylhexamethyleneimine were dissolved in 250 ml of dry ether. While stirring and cooling, 8.5 ml of oxalyl chloride in 50 ml of dry ether were added dropwise, whereafter the mixture was stirred overnight at room temperature. The precipitated amide chloride was filtered off and washed with dry ether, and was placed in an exsiccator.
    27.5 g of pivaloyloxymethyl 6-aminopenicillinate tosylate was suspended in 1,500 ml of ethyl acetate with continuous stirring and cooling in an ice bath and 950 ml of ice-cold aqueous sodium bicarbonate (2%) were added. The ethyl acetate layer was separated and was shaken with 750 ml of ice-water containing 25 ml of aqueous sodium bicarbonate (2%), whereafter it was dried over magnesium sulfate at 0°C. After filtration, the solution was evaporated to dryness in vacuo. The residue was dissolved in a solution of 15.5 ml of dry triethylamine in 75 ml of dry alcohol-free chloroform. To this solution, 10 g of the above prepared amide chloride dissolved in 75 ml of dry alcohol-free chloroform were added dropwise at a temperature of about 20°C. After standing for half an hour at -20°C, the temperature was raised to 0°C within 15 minutes and the solution was evaporated to dryness in vacuo. The residue was stirred with 750 ml of ether. Undissolved triethylamine hydrochloride was filtered off, and the filtrate was again evaporated to dryness in vacuo. The residue was reprecipitated from acetone (200 ml) - water (150 ml). After recrystallization from cyclohexane an analytically pure product was obtained with a melting point of 118.5°C to 119.5°C.
  • brand name Coactabs (Hoffmann-LaRoche).
  • Therapeutic Function Antibacterial
PIVMECILLINAM Preparation Products And Raw materials
Raw materials
Preparation Products
PIVMECILLINAM Suppliers
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PIVMECILLINAM Spectrum
32886-97-8, PIVMECILLINAMRelated Search:
  • 抑制剂
  • 医药原料
  • 原料药
  • C21H33N3O5S
  • 匹美西林单体
  • 英文名称:PIVMECILLINAM
  • 化合物 T29960
  • 特戊酰氧基甲酯
  • 匹美西林
  • 氮卓脒青霉素双酯
  • 吡呋氮卓脒青霉素
  • 32886-97-8
  • Pivmecillinam Monomer
  • PIVMECILLINAM USP/EP/BP
  • 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-[[(hexahydro-1H-azepin-1-yl)methylene]amino]-3,3-dimethyl-7-oxo-, (2,2-dimethyl-1-oxopropoxy)methyl ester, (2S,5R,6R)-
  • [(2,2-Dimethylpropanoyl)oxy]methyl (2S,5R,6R)-6-[(1-azepanylmethylene)amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate
  • (2S,5β)-6α-[[(Hexahydro-1H-azepin-1-yl)methylene]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2β-carboxylic acid [2,2-dimethyl-1-oxopropoxy]methyl ester
  • PIVMECILLINAM IMPURITY CMETHYLENE 2,2-DIMETHYLPROPANOATE (2RS,4S)-2-[[[(HEXAHYDO-1H-AZEPIN-1-YL)METHYLENE]AMINO]METHYL]-5,5-DIMETHYLTHIAZOLIDIN-4-CARBOXYLATE EPP(CRM STANDARD)
  • AMDINOCILLIN PIVOXIL
  • PIVAMDINOCILLIN
  • PIVMECILLINAM

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