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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
Molecular Weight:
465.52
MDL Number:
MFCD00864977
MOL File:
50972-17-3.mol
Last updated:2023-05-21 10:59:17

BACAMPICILLIN Properties

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
FDA UNII 8GM2J22278
ATC code J01CA06

BACAMPICILLIN price

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
American Custom Chemicals Corporation API0009111 BACAMPICILLIN 95.00% 50972-17-3 5MG $502.85 2021-12-16 Buy
AHH API-1033 Bacampicillin 98% 50972-17-3 0.1g $750 2021-12-16 Buy
Crysdot CD31001705 Bacampicillin 98+% 50972-17-3 50mg $104 2021-12-16 Buy
Product number Packaging Price Buy
API0009111 5MG $502.85 Buy
API-1033 0.1g $750 Buy
CD31001705 50mg $104 Buy

BACAMPICILLIN Chemical Properties,Uses,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

Global( 33)Suppliers
Supplier Tel Email Country ProdList Advantage
Shaanxi Dideu Medichem Co. Ltd
+86-029-81138252 +86-18789408387 1057@dideu.com China 3783 58
TargetMol Chemicals Inc.
+1-781-999-5354 +1-00000000000 marketing@targetmol.com United States 19892 58
Career Henan Chemica Co
+86-0371-86658258 15093356674; laboratory@coreychem.com China 30255 58
Shaanxi Dideu Medichem Co. Ltd
+86-029-89586680 +86-18192503167 1026@dideu.com China 9553 58
Dideu Industries Group Limited
+86-29-89586680 +86-15129568250 1026@dideu.com China 29474 58
BOC Sciences
+16314854226 inquiry@bocsci.com United States 19743 58
Amadis Chemical Company Limited
571-89925085 sales@amadischem.com China 131981 58
Beijing HuaMeiHuLiBiological Chemical 010-56205725 waley188@sohu.com China 12338 58
MedChemexpress LLC 021-58955995 sales@medchemexpress.cn United States 4863 58
Musechem +1-800-259-7612 info@musechem.com United States 4662 60

View Lastest Price from BACAMPICILLIN manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Bacampicillin  pictures 2020-05-12 Bacampicillin
50972-17-3
US $1.00 / KG 1KG 99% 20T Shaanxi Dideu Medichem Co. Ltd
  • Bacampicillin  pictures
  • Bacampicillin
    50972-17-3
  • US $1.00 / KG
  • 99%
  • Shaanxi Dideu Medichem Co. Ltd
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 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 (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-[[(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