페니실린 G 프로카인

Penicillin G Procaine

HCID 5903CAS 54-35-3

기본 정보

표준 SMILES
CC1(C)S[C@@H]2[C@H](NC(=O)Cc3ccccc3)C(=O)N2[C@H]1C(=O)O.CCN(CC)CCOC(=O)c1ccc(N)cc1
InChIKey
WHRVRSCEWKLAHX-LQDWTQKMSA-N
분자식
C29H38N4O6S
평균 분자량
570.7 g/mol
단동위원소 질량
570.25120594

개요

Procaine benzylpenicillin (INN), also known as procaine G penicillin, is an injectable antiobiotic. It is a poorly soluble salt form of penicillin which is a combination of naturally occuring benzylpenicillin (penicillin G) and the local anaesthetic agent procaine in equimolar amounts. Procaine benzylpenicillin is administered by deep intramuscular injection. It is slowly absorbed and hydrolyzed to benzylpenicillin. This drug is used where prolonged exposure to benzylpenicillin at a low concentration is required. This combination is aimed at reducing the pain and discomfort associated with a large intramuscular injection of penicillin. It is widely used in veterinary settings. Benzylpenicillin is active against a wide range of organisms and is the drug of first choice for many infections.

이름 및 식별자

우선 이름
Penicillin G Procaine
IUPAC
2-(diethylamino)ethyl 4-aminobenzoate;(2S,5R,6R)-3,3-dimethyl-7-oxo-6-[(2-phenylacetyl)amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
현지명
페니실린 G 프로카인
영어명
Procaine penicillin G
분자식
C16H18N2O4S.C13H20N2O2
분자량
570.7

이름 및 동의어

Procaine penicillin GProcaine BenzylpenicillinDepocillinDuphapenHostacillinHydracillinNopcaineRetardillinVitablendVetspenJenacillin OMicro-Pen
이름 더 보기
페니실린G프로카인페니실린G프로카인PENICILLIN G PROCAINEbenzylpenicillin procaineBenzyl Pencillin Procainerocaine penicillin
Penicillin procainePenzal N 300Procaine benzylpenicillinateBenzylpenicillin novocaine saltPenicillin procaine (anhydrous)Benzilpenillina procainicaUNII-1LW5K9CIR1EINECS 200-205-7

데이터베이스 식별자

CAS
54-35-3
PubChem CID
5903
DTXSID
DTXSID30883227
ChEMBL
CHEMBL1200936、CHEMBL1628385
UNII
1LW5K9CIR1

물성

구조 계산 물성

극성 표면적
168 Ų
수소 결합 공여자 수
3
수소 결합 수용자 수
9
회전 가능 결합 수
11
무거운 원자 수
40

실험 및 물리화학적 성질

SolubilitySlightly soluble
Human Drugs · 4건

Breast Feeding; Lactation; Milk, Human; Anti-Infective Agents; Antibacterial Agents; Penicillins

FDA approved drugs -> Active ingredient

FDA approved drugs -> Active ingredient

Access group antibiotics

Animal Drugs · 2건

Active Ingredients (Penicillin G Procaine) -> FDA Greenbook

Pharmaceuticals -> UK Veterinary Medicines Directorate List

물리화학적 성질

녹는점
129 · 129-130 °C
밀도
1.1335 · 1.1335 (rough estimate)
굴절률
1.6 · 1.6000 (estimate)
저장 조건
-20 °C · Store at -20°C
용해도
100 mg/mL · DMSO: 100 mg/mL (175.22 mM);Ethanol: 20 mg/mL (35.04 mM)
수용성
10 mg/mL · Water: 10 mg/mL (17.52 mM)

화학적 성질

White, fine crystals or powder; odorless; relatively stable to air and light; solutions dextroro- tatory. Sparingly soluble in water; slightly soluble in alcohol; fairly soluble in chloroform.

안전 및 규제

유해성 정보

Other Safety InformationIMAP assessments - 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 3,3-dimethyl-7-oxo-6-[(phenylacetyl)amino]- [2S-(2.alpha.,5.alpha.,6.beta.)]-, compound with 2-(diethylamino)ethyl 4-aminobenzoate (1:1): Environment tier I assessment

독성 정보

Effects During Pregnancy and Lactation◉ Summary of Use during Lactation

안전 데이터

tsca
TSCA listed
독성
LD50 orl-rat: >2 g/kg ABANAE 3,534,55/56
기존화학 물질
KE-05-1271

화학 및 산업

약리 정보

ATC Code · 4건

J - Antiinfectives for systemic use

QJ - Antiinfectives for systemic use

QJ - Antiinfectives for systemic use

J01CE09

Protein BindingApproximately 60% of penicillin G is bound to serum protein.
Pharmacodynamics · 1건

It is an antibiotic against penicillin-susceptible microorganisms with bactericidal effect. Like all penicillins, procaine benzylpenicillin interferes with the synthesis of the bacterial cell wall peptidoglycan. It acts through the inhibition of biosynthesis of cell-wall peptidoglycan, rendering the cell wall osmotically unstable. It is part of the penicillin and beta lactam family of antibacterial drugs.

Mechanism of Action · 1건

Procaine benzylpenicillin is hydrolyzed into penicillin G once it is released from the injection site. Penicillin G attaches to the penicillin-binding proteins on bacterial cell wall and inhibit the transpeptidation enzyme that crosslinks the peptide chains attached to the backbone of the peptidoglycan. The final bactericidal event involves the inactivation of an inhibitor of autolytic enzymes in the cell wall, leading to lysis of the bacterium.

Biological Half-LifeIntramuscular injection of benzylpenicillin has a plasma half-life of 30 minutes.
Metabolism/MetabolitesProcaine is rapidly hydrolyzed by plasma esterases to nontoxic metabolites.

용도 및 제조

Use Classification · 3건

Animal Drugs -> FDA Approved Animal Drug Products (Green Book) -> Active Ingredients

Veterinary Drug -> ANTIMICROBIAL_AGENT -> JECFA Functional Classes

Veterinary Drug -> ANTIMICROBIAL_AGENT -> JECFA Functional Classes

General Manufacturing Information4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 3,3-dimethyl-7-oxo-6-[(2-phenylacetyl)amino]- (2S,5R,6R)-, compd. with 2-(diethylamino)ethyl 4-aminobenzoate (1:1): ACTIVE
응용 분야 · 2건

용도Antibacterial.

일반 설명The first widely used amine salt of penicillin G wasmade with procaine. Penicillin G procaine (Crysticillin,Duracillin, Wycillin) can be made readily from penicillin Gsodium by treatment with procaine hydrochloride. This saltis considerably less soluble in water than the alkali metalsalts, requiring about 250 mL to dissolve 1 g. Free penicillinis released only as the compound dissolves and dissociates.It has an activity of 1,009 units/mg. A large number ofpreparations for injection of penicillin G procaine are commerciallyavailable. Most of these are either suspensions inwater to which a suitable dispersing or suspending agent, a buffer, and a preservative have been added or suspensions inpeanut oil or sesame oil that have been gelled by theaddition of 2% aluminum monostearate. Some commercialproducts are mixtures of penicillin G potassium or sodiumwith penicillin G procaine; the water-soluble salt providesrapid development of a high plasma concentration of penicillin,and the insoluble salt prolongs the duration of effect.

공급사50 곳

医格尔(上海)药业有限公司+86-2160290089 +86-13884467586 · [email protected]
成都超九八生物科技有限公司13348960310 13348960310 · [email protected]
Hebei baicao biology science and technology co., ltd+86-19131911055 17824879454 · [email protected]
HubeiwidelychemicaltechnologyCo.,Ltd18627774460 · [email protected]
山东雨禾医药科技有限公司15263077727

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