ChemicalBook > CAS DataBase List > PIVAMPICILLIN

PIVAMPICILLIN

PIVAMPICILLIN Structure
PIVAMPICILLIN
  • CAS No.33817-20-8
  • Chemical Name:PIVAMPICILLIN
  • CBNumber:CB9362547
  • Molecular Formula:C22H29N3O6S
  • Formula Weight:463.55
  • MOL File:33817-20-8.mol
PIVAMPICILLIN Property
  • Boiling point 679.0±55.0 °C(Predicted)
  • Density 1.33±0.1 g/cm3(Predicted)
  • solubility Practically insoluble in water, freely soluble in methanol, soluble in anhydrous ethanol. It dissolves in dilute acids.
  • pka pKa 7.0 (Uncertain)
  • FDA UNII 0HLM346LL7
  • ATC code J01CA02
Hazard and Precautionary Statements (GHS)
  • Symbol(GHS)
  • Signal word
  • Hazard statements
  • Precautionary statements

PIVAMPICILLIN Chemical Properties,Usage,Production

  • Description Pivampicillin caused sensitization in 56 workers at a penicillin factory. Pivampicillin and pivmecillinam were responsible for contact dermatitis in pharmaceutical production workers. Ampicillin, mecillinam, penicillin V and penicillin G were also implicated in cross reactions.
  • Chemical Properties White or almost white, crystalline powder.
  • Originator Maxifen ,Sharp and Dohme, W. Germany ,1972
  • Uses Antibacterial.
  • Definition ChEBI: Pivampicillin is a penicillanic acid ester that is the pivaloyloxymethyl ester of ampicillin. It is a prodrug of ampicillin. It has a role as a prodrug. It is a penicillanic acid ester and a pivaloyloxymethyl ester. It is functionally related to an ampicillin.
  • Manufacturing Process (A) Pivaloyloxymethyl D(-)-α-azidobenzylpenicillinate: To a suspension of potassium D(-)α-azidobenzylpenicillinate (4.14 g) and potassium dicarbonate(1.5 g) in acetone (100 ml) and 10% aqueous sodium iodide (2 ml), chloromethyl pivalate (2.7 ml) was added and the mixture refluxed for 2 hours. After cooling, the suspension was filtered and the filtrate evaporated to dryness in vacuo. The remaining residue was washed repeatedly by decantation with petroleum ether to remove unreacted chloromethyl pivalate. The oily residue was taken up in ethyl acetate (100 ml), and the resulting solution washed with aqueous sodium bicarbonate and water, dried and evaporated in vacuo to yield the desired compound as a yellowish gum, which crystallized from ether, melting point 114°C to 115°C.
    (B) Pivaloyloxymethyl D(-)-α-aminobenzylpenicillinate, hydrochloride: To a solution of pivaloyloxymethyl D(-)-α-azidobenzylpenicillinate (prepared as described above) in ethyl acetate (75 ml) a 0.2 M phosphate buffer (pH 2.2) (75 ml) and 10% palladium on carbon catalyst (4 g) were added, and the mixture was shaken in a hydrogen atmosphere for 2 hours at room temperature. The catalyst was filtered off, washed with ethyl acetate (25 ml) and phosphate buffer (25 ml), and the phases of the filtrate were separated. The aqueous phase was washed with ether, neutralized (pH 6.5 to 7.0) with aqueous sodium bicarbonate, and extracted with ethyl acetate (2 x 75 ml). To the combined extracts, water (75 ml) was added, and the pH adjusted to 2.5 with 1 N hydrochloric acid. The aqueous layer was separated, the organic phase extracted with water (25 ml), and the combined extracts were washed with ether, and freeze-dried. The desired compound was obtained as a colorless, amorphous powder.
    The purity of the compound was determined iodometrically to be 91%. A crystalline hydrochloride was obtained from isopropanol with a melting point of 155°C to 156°C (dec.).
  • Therapeutic Function Antibacterial
  • Contact allergens Pivampicillin is a prodrug of ampicillin. It caused sensitization in 56 workers at a penicillin factory. Pivampicillin and pivmecillinam were responsible for contact dermatitis in pharmaceutical production workers. Ampicillin, mecillinam or amdinocillin, penicillin V and penicillin G were also implicated in cross-reactions.
PIVAMPICILLIN Preparation Products And Raw materials
Raw materials
Preparation Products
PIVAMPICILLIN Suppliers
Global(41)Suppliers
  • Supplier：
    TargetMol Chemicals Inc.
  • Tel：+1-781-999-5354<br/>+1-00000000000
  • Email：marketing@targetmol.com
  • Country：United States
  • ProdList：32159
  • Advantage：58
  • Supplier： Guangzhou PI PI Biotech Inc
  • Tel：020-81716320<br/>+86-13602409664
  • Email：Sales@pipitech.com
  • Country：China
  • ProdList：3633
  • Advantage：55
  • Supplier： ChemStrong Scientific Co.,Ltd
  • Tel：0755-0755-66853366<br/>13670046396
  • Email：sales@chem-strong.com
  • Country：China
  • ProdList：18131
  • Advantage：56
  • Supplier： Alta Scientific Co., Ltd.
  • Tel：022-6537-8550<br/>15522853686
  • Email：sales@altasci.com.cn
  • Country：China
  • ProdList：4511
  • Advantage：55
  • Supplier： BOC Sciences
  • Tel： 16314854226
  • Email：info@bocsci.com
  • Country：United States
  • ProdList：9923
  • Advantage：65
  • Supplier： PI & PI BIOTECH INC.
  • Tel：+86-13602409664<br/>+86-17788709170
  • Email：Sales@pipitech.com
  • Country：China
  • ProdList：2649
  • Advantage：58
PIVAMPICILLIN Spectrum
33817-20-8, PIVAMPICILLINRelated Search:
  • 医药原料药
  • 青霉素类
  • 医药中间体
  • C22H29N3O6S
  • 皮万皮西林
  • 匹匹西林
  • 化合物 T20829
  • 皮瓦皮西林
  • 匹氨西林 EP标准品
  • 匹凡西林
  • 匹氨西林
  • 匹氨青霉素
  • 吡呋青霉素
  • 吡呋氨卡西林
  • 氨苄青霉素吡呋酯
  • 33817-20-8
  • PIVAMPICILLIN USP/EP/BP
  • (2S,5R,6R)-(pivaloyloxy)methyl 6-((R)-2-amino-2-phenylacetamido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate
  • 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-[[(2R)-2-amino-2-phenylacetyl]amino]-3,3-dimethyl-7-oxo-, (2,2-dimethyl-1-oxopropoxy)methyl ester, (2S,5R,6R)-
  • Pivampicillin CRS
  • (2S,5R,6R)-6-(((2R)-Aminophenylacetyl)amino)3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylicacid
  • PIVAMPICILLIN EPP(CRM STANDARD)
  • 6α-[[(R)-Aminophenylacetyl]amino]penicillanic acid (2,2-dimethyl-1-oxopropoxy)methyl ester
  • pivampiclillin
  • PIVAPICILLIN
  • PIVAMPICILLIN
  • pivaloyloxymethylampicillinate
  • pivaloylampicillin
  • mk191
  • hydroxymethylester,pivalate(ester),d-(-)-do)-3-dimethyl-7-oxo-
  • ampicillinpivaloyloxymethylester
  • 4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylicacid,6-(2-amino-2-phenylacetami

Home

My