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PIVAMPICILLIN

PIVAMPICILLIN
PIVAMPICILLIN structure
CAS No.
33817-20-8
Chemical Name:
PIVAMPICILLIN
Synonyms
mk191;PIVAPICILLIN;PIVAMPICILLIN;pivampiclillin;Pivampicillin CRS;pivaloylampicillin;PIVAMPICILLIN USP/EP/BP;pivaloyloxymethylampicillinate;PIVAMPICILLIN EPP(CRM STANDARD);ampicillinpivaloyloxymethylester
CBNumber:
CB9362547
Molecular Formula:
C22H29N3O6S
Formula Weight:
463.55
MOL File:
33817-20-8.mol

PIVAMPICILLIN Properties

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

PIVAMPICILLIN Chemical Properties,Uses,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.

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( 32)Suppliers
Supplier Tel Fax Email Country ProdList Advantage
Guangzhou PI PI Biotech Inc
+8618371201331
020-81716319 sales@pipitech.com;87478684@qq.com China 3245 55
BOC Sciences
1-631-485-4226
1-631-614-7828 inquiry@bocsci.com United States 19753 58
Shaanxi Dideu Medichem Co. Ltd
15336106720
029-88380327 1017@dideu.com CHINA 3979 58
Shaanxi Dideu Medichem Co. Ltd
18192503167 +86-29-89586680
+86-29-88380327 1005@dideu.com CHINA 9937 58
Dideu Industries Group Limited
029-88380327
Service@dideu.com CHINA 29989 58
Beijing HuaMeiHuLiBiological Chemical 010-56205725
010-65763397 waley188@sohu.com China 12341 58
Shanghai T&W Pharmaceutical Co., Ltd. +86 21 61551611
+86 21 50676805 China 9914 58
ChemStrong Scientific Co.,Ltd 15920483169 0755-66853366-
sales@chem-strong.com China 26597 56
Alta Scientific Co., Ltd. 022-65378550-
022-2532-9655 sales@altascientific.com;marketing@altascientific.com China 9070 55
BOC Sciences 16314854226
sales@bocsci.com United States 9932 65

View Lastest Price from PIVAMPICILLIN manufacturers

Image Release date Product Price Min. Order Purity Supply Ability Manufacturer
2021-06-28 PIVAMPICILLIN USP/EP/BP
33817-20-8
US $1.10 / g 1g 99.9% 100 Tons Min Dideu Industries Group Limited
2020-05-12 PivaMpicillin
33817-20-8
US $1.00 / KG 1KG 99% 20T Shaanxi Dideu Medichem Co. Ltd

33817-20-8(PIVAMPICILLIN)Related Search:


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  • Pivampicillin CRS
  • 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)-
  • (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
  • PIVAMPICILLIN USP/EP/BP
  • 33817-20-8
  • C22H29N3O6S
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