Benzathine benzylpenicillin

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Benzathine benzylpenicillin

Description

Product Name: Benzathine benzylpenicillin
CAS No.: 1538-09-6
Chemical Name: Benzathine benzylpenicillin
Synonyms: Penicillin G Benzathin;bicillin;permapen;BENZATHINE PENICILLIN;Benzathine Pencillin G;neolin;penadur;benzapen;cillenta;dibencil
CBNumber: CB0400046
Molecular Formula: C48H56N6O8S2
Formula Weight: 909.12
MOL File: 1538-09-6.mol

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Benzathine benzylpenicillin Property

Melting point:: 123-124°
alpha: D25 +206° (c = 0.105 in formamide)
solubility: Very slightly soluble in water, freely soluble in dimethylformamide and in formamide, slightly soluble in ethanol (96 per cent).
form: Solid
color: Crystals
CAS DataBase Reference: 1538-09-6
EPA Substance Registry System: 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) (1538-09-6)

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Safety

Hazard Codes: Xn
Risk Statements: 22-42/43
Safety Statements: 36
WGK Germany: 3
RTECS: XH9425000
Toxicity: LD50 orl-mus: 2000 mg/kg NIIRDN 6,774,82

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H302Harmful if swallowed

H334May cause allergy or asthma symptoms or breathing difficulties if inhaled

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P284Wear respiratory protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: B0500000
Product name: Benzathine benzylpenicillin
Packaging: b0500000
Price: $220
Updated: 2024/03/01

Sigma-Aldrich

Product number: 31735
Product name: Benzathine penicilline G tetrahydrate
Purity: VETRANAL
Packaging: 250mg
Price: $59.1
Updated: 2022/05/15

TRC

Product number: P223518
Product name: PenicillinGBenzathineSaltwith0.2%Polysorbate80
Packaging: 250mg
Price: $75
Updated: 2021/12/16

TRC

Product number: P223518
Product name: PenicillinGBenzathineSaltwith0.2%Polysorbate80
Packaging: 500mg
Price: $115
Updated: 2021/12/16

Usbiological

Product number: 287318
Product name: Penicillin G benzathine anhydrous
Packaging: 500mg
Price: $326
Updated: 2021/12/16

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Benzathine benzylpenicillin Chemical Properties,Usage,Production

Description

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 synthesis of bacteria, further killing bacteria.

Chemical Properties

White or almost white powder.

Originator

Bicillin,Wyeth,US,1951

Uses

The benzathine salt of penicillin G, an antibiotic used in the treatment of various bacterial infections, including Staphylococcus aureus.

Uses

Benzathine benzylpenicillin is used as a Penicillin antibacterial.

Manufacturing Process

Ethylenediamine (15 g, 0.25 mol) was added dropwise to 100 ml 98-100% formic acid in a two-necked 500 ml flask, fitted with an addition tube and reflux condenser with drying tube, cooled in an ice-bath. After complete addition of the base, 53 g of benzaldehyde (0.5 mol) was added in one lot. The ice-bath was removed and the flask was heated to the refluxing temperature. The initial rate of carbon dioxide evolution was too rapid to measure. After twenty minutes, the rate was circa 100 ml per minute and decreased rapidly to 8 ml per minute in one hour. Heating at reflux was continued for 35 hours.
Following the refluxing most of the excess formic acid was removed under reduced pressure. Hydrochloric acid (200 ml 6 N) was added to the viscous amber residue and heated under reflux, After 15 minutes, bumping necessitated cooling and filtering to remove crystalline dihydrochloride, which after washing with isopropanol was dried, MP circa 300°C. The mother liquors were refluxed one hour and cooled, obtaining an additional amount of product, MP circa 300°C. The filtrate was concentrated in vacuo to 100 ml, cooled and made alkaline with 40% NaOH. The supernatant oil was extracted with ether, dried, and fractionated from a stillpot packed with glass wool and heated in a sand-bath at 320°C. The first fraction at 106°C at 0.6-0.7 mm was Nbenzylethylenediamine (dipicrate, MP 222°C). The N,N'dibenzylethylenediamine was collected at 177°C to 206°C at 0.6-1.0 mm as a colorless liquid.
To a solution of 60 g of sodium penicillin G in 800 cc of distilled water cooled to 0°C to 4°C in an ice-bath, a solution of 35 g of N,N'dibenzylethylenediamine diacetate in 200 cc of distilled water is added dropwise with stirring. The thick slurry is filtered with suction, washed twice with 100 cc of cold water, dried by suction and spread out in a thin layer for completion of drying. The product weighed 80 g.
The air-dried powder has a broad melting point, sintering at 100°C, melting above 110°C to a cloudy liquid becoming clear at 135°C.

Therapeutic Function

Antibacterial

Clinical Use

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. It is available in tablet form and in several parenteralpreparations. The activity of penicillin G benzathineis equivalent to 1,211 units/mg.Several other amines have been used to make penicillinsalts, and research is continuing on this subject. Otheramines that have been used include 2-chloroprocaine; L-Nmethyl-1,2-diphenyl-2-hydroxyethylamine (L-ephenamine);dibenzylamine; tripelennamine (Pyribenzamine); and N,N'-bis-(dehydroabietyl)ethylenediamine (hydrabamine).

Safety Profile

Moderately toxic by ingestion andintraperitoneal routes. Experimental reproductive effects.When heated to decomposition it emits very toxic fumesof NOx and SOx. See other penicillin entries.

Benzathine benzylpenicillin Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Benzathine benzylpenicillin manufacturers

Hebei Zhuanglai Chemical Trading Co Ltd

Product: Benzathine Benzylpenicillin 1538-09-6
Price: US $150.00/kg
Min. Order: 1kg
Purity: 99%
Supply Ability: 500kg
Release date: 2024-12-05

WUHAN FORTUNA CHEMICAL CO., LTD

Product: Benzathine benzylpenicillin 1538-09-6
Price: US $1.00/KG
Min. Order: 1KG
Purity: 94.5%~102.0% ,BP2019
Supply Ability: 1ton/month
Release date: 2021-06-04

Shaanxi TNJONE Pharmaceutical Co., Ltd

Product: Benzylpenicillin Benzathine 1538-09-6
Price: US $0.00/kg
Min. Order: 1kg
Purity: 99%
Supply Ability: 10000kg
Release date: 2024-04-24

1538-09-6, Benzathine benzylpenicillinRelated Search:

N,N'-DIBENZYLETHYLENEDIAMINE Heptane Dimethyl sulfoxide ETHANE Dimethyl fumarate Dacthal Dimethyl ether Sodium 1-heptanesulfonate N,N-Dimethylformamide Dimethyl carbonate Carbenicillin disodium Cloxacillin benzathine Penicillin G Penicillin G potassium salt Carbenicillin Disodium Salt Azlocillin Amoxicillin trihydrate CARBENICILLIN PHENYL SODIUM Benzathine Penicillin

PENICILLIN-G BENZATHINE SALT

n,n'-dibenzylethylethylenediamine bis(benzylpenicillin)

Cloxacillin Benzathine(Sterile)

(2s,5r,6r)-3,3-dimethyl-7-oxo-6-(2-phenylacetamido)-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid with n,n'-dibenzylethylenediamine (2:1)

(2s,5r,6r)-3,3-dimethyl-7-oxo-6-[(phenylacetyl)amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid

benzathine benzylpenicillin

BENZATHINE PENICILLIN

BENZYLPENICILLIN BENZATHINE SALT

N,N-dibenzylethylenediammonium bis(6-benzylpenicillanate)

Penicillin G Benzathin

beacillin

benzacillin

benzapen

benzathinepenicilling

benzethacil

benzylpenicillinbenzathine

benzylpenicillindibenzylethylenediaminesalt

bica-penicillin

bicillin

cepacilina

cillenta

debecillin

debecylina

diaminepenicillin

diaminocillina

dibencil

dibencillin

dibenzylethylenediamine-di-penicilling

durabiotic

dura-penita

duropenin

extencilline

extenicilline

henylacetamido)-,compd.withn,n’-dibenzylethylenediamine(2:1)

lentocillin

lentopenil

leomypen

longacilina

longicil

megacillinsuspension

moldamin

n,n’-dibenzyl-ethylenediamincompd.withpenicilling(1:2)

n,n’-dibenzylethylenediamine,compoundedwithpenicilling(1:2)

n,n’-dibenzylethylenediaminebis(benzylpenicillin)

n,n’-dibenzylethylenediaminesaltofbenzylpenicillin

nci-c56100

neolin

nylacetyl)amino]-[2s-(2alpha,5alpha,6beta)]-,compd.withn,n’-bis(phenylme

penadur

penadurl-a

pendepon

pen-di-ben

penditan

penduran

penicilling,benzathine

penicilling,compd.withn,n’-dibenzylethylenediamine(2:1)

penicillingbenzathine

penicillin-gbenzathine