BACAMPICILLIN

Product Name: BACAMPICILLIN
CAS No.: 50972-17-3
Chemical Name: BACAMPICILLIN
Synonyms: Carampicillin;BACAMPICILLIN;BACAMPICILLIN USP/EP/BP;BACAMPICILLIN HCL USP(CRM STANDARD);Bacampicillin (base and/or unspecified salts);6α-[[(R)-2-Amino-2-phenylacetyl]amino]penicillanic acid 1-[(ethoxycarbonyl)oxy]ethyl ester;(2S,5R,6R)-6-[[(2R)-2-Amino-2-phenylacetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid 1-(ethoxycarbonyloxy)ethyl ester;4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-[[(2R)-aminophenylacetyl]amino]-3,3-dimethyl-7-oxo-, 1-[(ethoxycarbonyl)oxy]ethyl ester, (2S,5R,6R)-;(2S,5R,6R)-6-[[(2R)-2-amino-1-oxo-2-phenylethyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid 1-ethoxycarbonyloxyethyl ester;4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-[(aminophenylacetyl)amino]-3,3-dimethyl-7-oxo-, 1-[(ethoxycarbonyl)oxy]ethyl ester, [2S-[2α,5α,6β(S*)]]-
CBNumber: CB1343108
Molecular Formula: C21H27N3O7S
Formula Weight: 465.52
MOL File: 50972-17-3.mol

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BACAMPICILLIN Property

Boiling point:: 678.4±55.0 °C(Predicted)
Density: 1.37±0.1 g/cm3(Predicted)
storage temp.: Store at -20°C
solubility: Soluble in DMSO
pka: pKa 6.8 (Uncertain)
CAS DataBase Reference: 50972-17-3

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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

American Custom Chemicals Corporation

Product number: API0009111
Product name: BACAMPICILLIN
Purity: 95.00%
Packaging: 5MG
Price: $502.85
Updated: 2021/12/16

AHH

Product number: API-1033
Product name: Bacampicillin
Purity: 98%
Packaging: 0.1g
Price: $750
Updated: 2021/12/16

Crysdot

Product number: CD31001705
Product name: Bacampicillin
Purity: 98+%
Packaging: 50mg
Price: $104
Updated: 2021/12/16

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BACAMPICILLIN Chemical Properties,Usage,Production

Originator

Penglobe,Astra,W. Germany,1977

Definition

ChEBI: A penicillanic acid ester that is the 1-ethoxycarbonyloxyethyl ester of ampicillin. It is a semi-synthetic, microbiologically inactive prodrug of ampicillin.

Manufacturing Process

1'-Ethoxycarbonyloxyethyl 6-(D-α-azidophenylacetamido)penicillinate (98 g) was prepared from sodium 6-(D-α-azidophenylacetamido)penicillinate (397 g, 1 mol), α-chlorodiethylcarbonate (458 g, 3 mols) and sodium bicarbonate (504 g, 6 mols). The product showed strong IR absorption at 2090 cm-1 and 1780-1750 cm-1 showing the presence of azido group and β-lactam and ester carbonyls.
It was dissolved in ethyl acetate (700 ml) and hydrogenated at ambient conditions over a palladium (5%)on carbon catalyst (18 g). The catalyst was removed by filtration and washed with ethyl acetate. The combined filtrates were extracted with water at pH 2.5 by addition of dilute hydrochloric acid. Lyophilization of the aqueous phase gave the hydrochloride of 1'- ethoxycarbonyloxyethyl 6-(D-α-aminophenylacetarnido)penicillinate (94 g), MP 171°-176°C.

Therapeutic Function

Antibacterial

Metabolism

Although comparatively well absorbed (30–55%), the oral efficacy of ampicillin for systemic infections can be enhanced significantly through the preparation of pro-drugs. In contrast to ampicillin itself, which is amphoteric, bacampicillin is a weak base and is very well absorbed in the duodenum (80–98%). Enzymatic ester hydrolysis in the gut wall liberates carbon dioxide and ethanol, followed by spontaneous loss of acetaldehyde and production of ampicillin. The acetaldehyde is metabolized oxidatively by alcohol dehydrogenase to produce acetic acid, which joins the normal metabolic pool.

BACAMPICILLIN Preparation Products And Raw materials

Raw materials

Preparation Products

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BACAMPICILLIN Suppliers

China 17 Germany 1 India 1 United Kingdom 3 United States 10 Global 32

Beijing HuaMeiHuLiBiological Chemical

Tel: 010-56205725
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MedChemexpress LLC

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Amadis Chemical Company Limited

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Musechem

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Shanghai Han-Xiang Chemical Co., Ltd.

Tel: 15971444841
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Country: China
ProdList: 3063
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Fan De(Beijing) Biotechnology Co., Ltd.

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BOC Sciences

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TargetMol Chemicals Inc.

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Shaanxi Dideu Medichem Co. Ltd

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Career Henan Chemica Co

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Fax: 0371-86658258
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View Lastest Price from BACAMPICILLIN manufacturers

Shaanxi Dideu Medichem Co. Ltd

Product: Bacampicillin 50972-17-3
Price: US $1.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 20T
Release date: 2020-05-11

50972-17-3, BACAMPICILLINRelated Search:

PIVAMPICILLIN BACAMPICILLIN HYDROCHLORIDE,Bacampicillin HCl,BACAMPICILLIN HYDROCHLORIDE USP STANDARD,BACAMPICILLIN HYDROCHLORIDE EP STANDARD (S)-Bacampicillin hydrochloride S-Bacampicillin R-Bacampicillin (R)-Bacampicillin hydrochloride BACAMPICILLIN HYDROCHLORIDE EPB(CRM STANDARD) Ampicillin ETHYL 3-(METHYLTHIO)BUTYRATE 4-METHOXY-2-METHYL-2-BUTANETHIOL BACAMPICILLIN TRIMETHYLAMMONIUM FORMIATE

BACAMPICILLIN

BACAMPICILLIN HCL USP(CRM STANDARD)

4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-[(aminophenylacetyl)amino]-3,3-dimethyl-7-oxo-, 1-[(ethoxycarbonyl)oxy]ethyl ester, [2S-[2α,5α,6β(S*)]]-

4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-[[(2R)-aminophenylacetyl]amino]-3,3-dimethyl-7-oxo-, 1-[(ethoxycarbonyl)oxy]ethyl ester, (2S,5R,6R)-

Carampicillin

(2S,5R,6R)-6-[[(2R)-2-amino-1-oxo-2-phenylethyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid 1-ethoxycarbonyloxyethyl ester

Bacampicillin (base and/or unspecified salts)

(2S,5R,6R)-6-[[(2R)-2-Amino-2-phenylacetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid 1-(ethoxycarbonyloxy)ethyl ester

6α-[[(R)-2-Amino-2-phenylacetyl]amino]penicillanic acid 1-[(ethoxycarbonyl)oxy]ethyl ester

4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-[[(2R)-2-amino-2-phenylacetyl]amino]-3,3-dimethyl-7-oxo-, 1-[(ethoxycarbonyl)oxy]ethyl ester, (2S,5R,6R)-

BACAMPICILLIN USP/EP/BP

50972-17-3

C21H27N3O7S