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Benzathine penicillin

Benzathine penicillin structure

CAS No:
1538-09-6
Formula:
C16H20N2.2C16H18N2O4S
Chemical Name:
Benzathine penicillin
Synonyms:
4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid,3,3-dimethyl-7-oxo-6-[(2-phenylacetyl)amino]- (2S,5R,6R)-,compd. with N1,N2-bis(phenylmethyl)-1,2-ethanediamine (2:1);4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid,3,3-dimethyl-7-oxo-6-(2-phenylacetamido)-,compd. with N,N′-dibenzylethylenediamine (2:1);4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid,3,3-dimethyl-7-oxo-6-[(phenylacetyl)amino]- [2S-(2α,5α,6β)]-,compd. with N,N′-bis(phenylmethyl)-1,2-ethanediamine (2:1);Penicillin G,N,N′-dibenzylethylenediamine salt;4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid,3,3-dimethyl-7-oxo-6-[(phenylacetyl)amino]- (2S,5R,6R)-,compd. with N,N′-bis(phenylmethyl)-1,2-ethanediamine (2:1);Ethylenediamine,N,N′-dibenzyl-,bis[3,3-dimethyl-7-oxo-6-(2-phenylacetamido)-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate];1,2-Ethanediamine,N,N′-bis(phenylmethyl)-,bis[[2S-(2α,5α,6β)]-3,3-dimethyl-7-oxo-6-[(phenylacetyl)amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate];1,2-Ethanediamine,N,N′-bis(phenylmethyl)-,bis[(2S,5R,6R)-3,3-dimethyl-7-oxo-6-[(phenylacetyl)amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate];Benzathine benzylpenicillin;Benzathine penicillin G;Benzethacil;Benzylpenicillin dibenzylethylenediamine salt;Bicillin;Cepacilina;Cillenta;Debecillin;Debecylina;Diamine penicillin;Dibencil;Dibencillin;N,N′-Dibenzylethylenediamine bis[benzyl penicillin];141676-23-5;2792-46-3;5968-77-4;8048-79-1;12705-12-3;77087-98-0
Categories:
Active Pharmaceutical Ingredients > Antibiotics

Description

White or almost white powder.Benzathine penicillin and procaine penicillin is an antibiotic that fights bacteria in your body. Benzathine penicillin and procaine penicillin is used to treat many different types of severe infections, including strep and staph infections, diphtheria, meningitis, gonorrhea, and syphilis. It is also used to prevent rheumatic fever. It is given by injection into a muscle. Belonging to a penicillin-class drug, its mechanism of action is inhibiting the cell wall synth

Semisynthetic antibiotic prepared by combining the sodium salt of penicillin G with N,N'-dibenzylethylenediamine.

Benzathine penicillin Basic Attributes

Molecular Weight：

909.12

Exact Mass：

908.360107

EC Number：

216-260-5

UNII：

SSZ1S4I0US

DSSTox ID：

DTXSID2047804

ATC Code：

J01CE08

Characteristics

PSA：

248

XLogP3：

5.72700

Melting Point：

123-124 °C

Boiling Point：

663.3ºCat 760 mmHg

Flash Point：

355ºC

Water Solubility：

Very slightly soluble in water, freely soluble in dimethylformamide and in formamide, slightly soluble in ethanol (96 per cent).

Toxicity：

Oral-Mouse LD50: 2000 mg/kg; Abdominal cavity-mouse LDl0: 460 mg/kg

Flammability characteristics：

Flammable; burning produces toxic nitrogen oxides and sulfur oxide fumes

Specific rotation：

D25 +206° (c = 0.105 in formamide)

Safety Information

Transport codes：

NONH for all modes of transport

wgk germany：

hazard class code：

22-42/43

safety instructions：

RTECS Number：

XH9425000

Marks：

Storage features：

Ventilated, low temperature and dry

Precautionary statement(s)：

P261-P342 + P311

Hazard Statements：

H302-H334

GHS Classification：

|Danger|H302 (97.73%): Harmful if swallowed [Warning Acute toxicity, oral]|P261, P264, P270, P285, P301+P312, P304+P341, P330, P342+P311, and P501|Aggregated GHS information provided by 45 companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Toxicity

Toxicity class：

moderately toxic

Drug Information

MeSH：

Substances that inhibit the growth or reproduction of BACTERIA. (See all compounds classified as Anti-Bacterial Agents.)

MeSH Entry Terms：

Bencelin

Benzathine penicillin Use and Manufacturing

Uses

Benzathine benzylpenicillin is used as a Penicillin antibacterial. Since penicillin G benzathine, N,N'-dibenzylethylenediaminedipenicillin G (Bicillin, Permapen), is the salt of a diamine,2 moles of penicillin are available from each molecule. It isvery insoluble in water, requiring about 3,000 mL to dissolve1 g. This property gives the compound great stabilityand prolonged duration of effect. At the pH of gastric juice,it is quite stable, and food intake does not interfere with itsabsorption.

Manufacturing Info：

4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 3,3-dimethyl-7-oxo-6-[(2-phenylacetyl)amino]- (2S,5R,6R)-, compd. with N1,N2-bis(phenylmethyl)-1,2-ethanediamine (2:1): INACTIVE

Computed Properties

Molecular Weight:909.1
Hydrogen Bond Donor Count:6
Hydrogen Bond Acceptor Count:12
Rotatable Bond Count:15
Exact Mass:908.36010511
Monoisotopic Mass:908.36010511
Topological Polar Surface Area:248
Heavy Atom Count:64
Complexity:701
Defined Atom Stereocenter Count:6
Covalently-Bonded Unit Count:3
Compound Is Canonicalized:Yes

Price Analysis

Make your Benzathine penicillin purchase based on the price and market insights! ECHEMI provides professional market insights with prices for you to make a better choice. Learn more on Benzathine penicillin prices .

Drug Function and Efficacy

Pharmacological action not specified

This ingredient has been used in drugs with the following functions (note: it does not mean that the ingredient itself has the following health functions)

Related Drugs

Benzathine penicillin
Manufacturer	CSPC Zhongnuo PHARMACEUTICAL(Shijiazhuang) Co., Ltd.

Benzathine Penicillin for Injection
Ingredients	The main ingredient of this product is benzathine penicillin.
Indication	Probenecid, aspirin, indomethacin, phenylbutazone and sulfonamides reduce the renal tubular secretion of penicillin and prolong the serum half-life of this product. Penicillin can enhance the anticoagulant effect of warfarin.
Specifications	1.2 million units*10 bottles/box

Benzathine penicillin
Manufacturer	Jiangxi Dongfeng Pharmaceutical Co., Ltd.

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Registered Holders

FRESENIUS KABI IPSUM SRL

United States
Active
CSPC Zhongnuo PHARMACEUTICAL(Shijiazhuang) Co., Ltd.

China
Active
Jiangxi Dongfeng Pharmaceutical Co., Ltd.

China
Active

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