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BACAMPICILLIN HYDROCHLORIDE

CAS No.
37661-08-8
Chemical Name:
BACAMPICILLIN HYDROCHLORIDE
Synonyms
bapc;Pengood;bacacil;ambaxin;ambacamp;penglobe;Spectrobid;Bacampicine;becampicillin;Bacampicillin HCl
CBNumber:
CB3762112
Molecular Formula:
C21H28ClN3O7S
Molecular Weight:
501.98
MDL Number:
MFCD11215256
MOL File:
37661-08-8.mol
MSDS File:
SDS
Last updated:2023-05-21 10:59:17

BACAMPICILLIN HYDROCHLORIDE Properties

Melting point 171-176° (dec)
alpha D20 +161.5°
storage temp. Store at -20°C
solubility Soluble in water, freely soluble in ethanol (96 per cent), soluble in methylene chloride.
color Crystals from Me2CO pet ether
FDA UNII PM034U953T

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS08
Signal word  Danger
Hazard statements  H317-H334
Precautionary statements  P261-P280-P284-P304+P340-P342+P311
Toxicity LD50 in mice (mg/kg): 8529 orally; 176 i.p.; 9475 s.c.; 184 i.v. (Edanaga)

BACAMPICILLIN HYDROCHLORIDE price More Price(6)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich B0070000 Bacampicillin hydrochloride European Pharmacopoeia (EP) Reference Standard 37661-08-8 b0070000 $220 2024-03-01 Buy
TRC B101500 Bacampicillin hydrochloride 37661-08-8 25mg $185 2021-12-16 Buy
TRC B101500 Bacampicillin hydrochloride 37661-08-8 50mg $370 2021-12-16 Buy
ChemScene CS-4754 Bacampicillin hydrochloride 99.61% 37661-08-8 10mg $90 2021-12-16 Buy
ChemScene CS-4754 Bacampicillin hydrochloride 99.61% 37661-08-8 50mg $260 2021-12-16 Buy
Product number Packaging Price Buy
B0070000 b0070000 $220 Buy
B101500 25mg $185 Buy
B101500 50mg $370 Buy
CS-4754 10mg $90 Buy
CS-4754 50mg $260 Buy

BACAMPICILLIN HYDROCHLORIDE Chemical Properties,Uses,Production

Description

Bacampicillin was synthesized by Ekstrom¨ et al. of Astra Lakemedel in 1975. It is ¨ more stable against acid than ampicillin and more rapidly absorbed orally; its absorption is less affected by a patient’s most recent meal than is the case for ampicillin. Bacampicillin is hydrolyzed by intestinal esterase after oral administration and then behaves the same as ampicillin. In double-blind comparison studies, bacampicillin was shown to be as effective as ampicillin when administered at half the dose.

Chemical Properties

White or almost white powder or granules, hygroscopic.

Originator

Penglobe,Astra,W. Germany,1977

Uses

Bacampicillin is a penicillin class of antibiotic. Bacampicillin is a prodrug of ampicillin (A634300) with improved oral bioavailability.

Definition

ChEBI: The hydrochloride salt of bacampicillin.

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.

brand name

Spectrobid (Pfizer).

Therapeutic Function

Antibacterial

Clinical Use

Bacampicillin hydrochloride (Spectrobid) is the hydrochloridesalt of the 1-ethoxycarbonyloxyethyl ester of ampicillin.It is a prodrug of ampicillin with no antibacterial activity.After oral absorption, bacampicillin is hydrolyzed rapidly byesterases in the plasma to form ampicillin.
Oral absorption of bacampicillin is more rapid and completethan that of ampicillin and less affected by food.Plasma levels of ampicillin from oral bacampicillin exceedthose of oral ampicillin or amoxicillin for the first 2.5 hoursbut thereafter are the same as for ampicillin and amoxicillin.49 Effective plasma levels are sustained for 12 hours,allowing twice-a-day dosing.

Safety Profile

Poison by intraperitoneal andintravenous routes. Mildly toxic by ingestion andsubcutaneous routes. When heated to decomposition itemits very toxic fumes of NOx, SOx, and HCl.

BACAMPICILLIN HYDROCHLORIDE Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 55)Suppliers
Supplier Tel Email Country ProdList Advantage
Shaanxi Dideu Medichem Co. Ltd
+86-029-81138252 +86-18789408387 1057@dideu.com China 3635 58
TargetMol Chemicals Inc.
+1-781-999-5354 +1-00000000000 marketing@targetmol.com United States 19892 58
Shaanxi Dideu Medichem Co. Ltd
+86-029-89586680 +86-18192503167 1026@dideu.com China 9409 58
Dideu Industries Group Limited
+86-29-89586680 +86-15129568250 1026@dideu.com China 29322 58
Dayang Chem (Hangzhou) Co.,Ltd.
571-88938639 +8617705817739 info@dycnchem.com CHINA 52867 58
GIHI CHEMICALS CO.,LIMITED
+8618058761490 info@gihichemicals.com China 49999 58
Amadis Chemical Company Limited
571-89925085 sales@amadischem.com China 131981 58
Chemwill Asia Co.,Ltd. 86-21-51086038 chemwill_asia@126.com CHINA 23931 58
J & K SCIENTIFIC LTD. 010-82848833 400-666-7788 jkinfo@jkchemical.com China 96815 76
Sinopharm Chemical Reagent Co,Ltd. 86-21-63210123 sj_scrc@sinopharm.com China 9823 79

View Lastest Price from BACAMPICILLIN HYDROCHLORIDE manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
BacaMpicillin Hydrochloride  pictures 2020-05-12 BacaMpicillin Hydrochloride
37661-08-8
US $1.00 / KG 1KG 99% 20T Shaanxi Dideu Medichem Co. Ltd
BECAMPICILLINHYDROCHLORIDE Pengood Bacampicilline Hydrochloride Bacampicillin Hydrochloride (200 mg) 1-[(ethoxycarbonyl)oxy]ethyl [2S-[2alpha,5alpha,6beta(S*)]]-6-(2-amino-2-phenylacetamido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate monohydrochloride Bacampicillin HCl BACAMPICILLIN HYDROCHLORIDE USP STANDARD BACAMPICILLIN HYDROCHLORIDE EP STANDARD ambacamp ambaxin bacacil bapc becampicillin o)-3,3-dimethyl-7-oxo-,1-((ethoxycarbonyl)oxy)ethylester,hydrochloride penglobe BACAMPICILLIN HYDROCHLORIDE 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-[(aminophenylacetyl)amino]-3,3-dimethyl-7-oxo-, 1-[(ethoxycarbonyl)oxy]ethyl ester, monohydrochloride, [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, monohydrochloride, (2S,5R,6R)- Bacampicine Spectrobid IWVTXAGTHUECPN-ANBBSHPLSA-N Bacampicillin hydrochloride CRS (2S,5R,6R)-1-((ethoxycarbonyl)oxy)ethyl 6-((R)-2-amino-2-phenylacetamido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate hydrochloride BACAMPICILLIN HYDROCHLORIDE USP/EP/BP Bacampicillin Hydrochloride (1047300) 37661-08-8 C21H28ClN3O7S C21H27N3O7SHCl