홈MCP워크벤치Skills
홈워크벤치알림마이페이지
Huagongshe 오픈 프로젝트:[email protected]AI 접속: llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.7.8
  1. 홈
  2. /화합물

Imipenem

HCID 104838
노트반응
기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
부분 구조 검색유사 구조 찾기

기본 정보

CAS
64221-86-9
표준 SMILES
C[C@@H](O)[C@H]1C(=O)N2C(C(=O)O)=C(SCCN=CN)C[C@H]12
InChIKey
ZSKVGTPCRGIANV-ZXFLCMHBSA-N
분자식
C12H17N3O4S
평균 분자량
299.35 g/mol
단동위원소 질량
299.09397721

개요

Imipenem is a broad-spectrum, intravenous beta-lactam antibiotic of the carbapenem subgroup. It has a role as an antibacterial drug. It is a member of carbapenems and a beta-lactam antibiotic allergen. It is a tautomer of an imipenem zwitterion.

이름 및 식별자

우선 이름
Imipenem
IUPAC
(5R,6S)-3-[2-(aminomethylideneamino)ethylsulfanyl]-6-[(1R)-1-hydroxyethyl]-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid
영어명
Imipenem
분자식
C12H17N3O4S
분자량
299.35

이름 및 동의어

imipenem64221-86-9ImipemideImipenem anhydrousN-FormimidoylthienamycinImipenemumN-formimidoyl thienamycinAnhydrous Imipenem(5R,6S)-3-[2-(aminomethylideneamino)ethylsulfanyl]-6-[(1R)-1-hydroxyethyl]-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acidMK 0787DTXSID2023143CHEBI:471744
이름 더 보기
imipenamImipenenLMipeneMImipenem CRS(5R)-6β-[(R)-1-Hydroxyethyl]-3-[[2-[(iminomethyl)amino]ethyl]thio]-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid(5R,6S)-3-({2-[(E)-(aMinoMethylidene)aMino]ethyl}sulfanyl)-6-[(1R)-1-hydroxyethyl]-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acidmk-787EOS-62374
Imipenem, AnhydrousMK-0787Q20IM7HE75(5R,6S)-6-((R)-1-Hydroxyethyl)-3-(2-(iminomethylamino)ethylthio)-7-oxo-1-azabicyclo(3.2.0)hept-2-ene-2-carbonsaeure(5R,6S)-3-((2-(Formimidoylamino)ethyl)thio)-6-((R)-1-hydroxyethyl)-7-oxo-1-azabicyclo(3.2.0)hept-2-ene-2-carboxylic acidDTXCID903143Imipenem monohydrate (h2o)RECARBRIO COMPONENT IMIPENEM

물성

구조 계산 물성

XLogP
-0.7
극성 표면적
142 Ų
수소 결합 공여자 수
3
수소 결합 수용자 수
6
회전 가능 결합 수
6
무거운 원자 수
20
형식 전하
0
복잡도
491

실험 및 물리화학적 성질

Drugs · 3건

Pharmaceuticals -> Listed in ZINC15

Pharmaceuticals -> Antibiotics

Pharmaceuticals -> Antibiotics

Solubility7.76e-01 g/L
Human Drugs · 2건

FDA approved drugs -> Active ingredient

FDA approved drugs -> Active ingredient

Physical DescriptionSolid
Dissociation Constants3.2
Collision Cross Section169.26 Ų [M+H]+

물리화학적 성질

녹는점
106 · 106-111 C
끓는 점
530.2 · 530.2±60.0 °C(Predicted)
밀도
1.62 · 1.62±0.1 g/cm3(Predicted)
저장 조건
-20 °C · Keep in dark place,Sealed in dry,Store in freezer, under -20°C
용해도
물에 조금 녹고 메탄올에 약간 녹습니다.
물리적 상태
Solid
산도 계수 (pKa)
4.29 · 4.29±0.40(Predicted)

안전 및 규제

안전 정보는 참고용이며, 공급업체의 물질안전보건자료(SDS), 관련 법규 및 전문가 평가를 대체하지 않습니다.

독성 정보

Exposure RoutesImipenem is not effectively absorbed from the gastrointestinal tract and therefore must be administered parenterally.
Toxicity Summary · 1건

Imipenem acts as an antimicrobial through the inhibition of cell wall synthesis of various gram-positive and gram-negative bacteria. This inhibition of cell wall synthesis in gram-negative bateria is attained by binding to pencillin binding proteins (PBPs). In E. coli and selected strains of P. aeruginosa, imipenem has shown to have the highest affinity to PBP-2, PBP-1a, and PBP-1b. This preferential binding to PBP-2 and PBP-1b results in the direct conversion of the individual cell to a spheroblast, which leads to rapid cell lysis and death without filament formation.

Carcinogen ClassificationNo indication of carcinogenicity to humans (not listed by IARC).
Drug Induced Liver Injury · 5건

Drug-Induced Liver Injury Severity and Toxicity (DILIst)

Imipenem

DILI Positive

Intravenous

DOI:10.1016/j.drudis.2019.09.022

안전 데이터

wgk
WGK 3
HS 번호
29419000
risk_code
36/37/38
hazard_code
Xi
safety_code
26-27-36/37/39
스토리지 클래스
11 - Combustible Solids

화학 및 산업

약리 정보

ATC CodeJ01DH51
Protein BindingImipenem is 20% bound to plasma proteins.
Pharmacodynamics · 1건

Imipenem is a beta-lactam antibiotic belongings to the subgroup of carbapenems. Imipenem is active against aerobic and anaerobic Gram positive as well as Gram negative bacteria including <i>Pseudomonas aeruginosa</i> and the <i>Enterococcus</i>. It exerts a bactericidal effects by disrupting cell wall synthesis.

Mechanism of Action · 1건

Imipenem acts as an antimicrobial through the inhibition of cell wall synthesis of various gram-positive and gram-negative bacteria. This inhibition of cell wall synthesis in gram-negative bateria is attained by binding to penicillin-binding proteins (PBPs). In E. coli and selected strains of P. aeruginosa, imipenem has shown to have the highest affinity to PBP-2, PBP-1a, and PBP-1b. This inhibition of PBPs prevents the bacterial cell from adding to the peptidoglycan polymer which forms the bacterial cell wall eventually leading to cell death.

Biological Half-LifeWhen given via IV injection imipenem has a half-life of 1 h. The apparent half-life of the IM injection ranges from 1.3-5.1 h, likely due to slower absorption form the injection site.
Metabolism/Metabolites · 2건

Imipenem is metabolized by renal dehydropeptidase.

Renal. Half Life: 1 hour

FDA Pharmacological Classification · 5건

Q20IM7HE75

IMIPENEM ANHYDROUS

Chemical Structure [CS] - Carbapenems

Established Pharmacologic Class [EPC] - Penem Antibacterial

Imipenem anhydrous is a Penem Antibacterial.

MeSH Pharmacological ClassificationSubstances that inhibit the growth or reproduction of BACTERIA.
Absorption, Distribution and Excretion

관련 반응

2건
반응 기록 만들기
HRID 224412 반응식
HRID 224412생성물로uspto-grants-1980_11
HRID 1156231 반응식
HRID 1156231생성물로uspto-grants-1982_06

화합물 노트

불러오는 중…

이 페이지에서기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트

데이터베이스 식별자

CAS
64221-86-9、74431-23-5
PubChem CID
104838
DTXSID
DTXSID2023143
ChEMBL
CHEMBL148、CHEMBL43708
ChEBI
CHEBI:471744
UNII
Q20IM7HE75
EC Number
264-734-5
Nikkaji
J32.525B
색상
Off-white to yellow
주요 응용
의약품(소분자)
InChI
InChI=1S/C12H17N3O4S/c1-6(16)9-7-4-8(20-3-2-14-5-13)10(12(18)19)15(7)11(9)17/h5-7,9,16H,2-4H2,1H3,(H2,13,14)(H,18,19)/t6-,7-,9-/m1/s1
InChIKey
ZSKVGTPCRGIANV-ZXFLCMHBSA-N
SMILES
N12[C@@]([H])([C@@H]([C@H](O)C)C1=O)CC(SCCNC=N)=C2C(O)=O
EPA
Imipenem (64221-86-9)

화학적 성질

White Crystals

· 4건

Imipenem is not effectively absorbed from the gastrointestinal tract and therefore must be administered parenterally. The bioavailability of the IM injection is 89%.

Approximately 70% of imipenem is excreted in the urine as the parent drug.

The reported volume of distribution for imipenem ranges from 0.23-0.31 L/kg.

The total clearance of imipenem is 0.2 L/h/kg. When used alone, the renal clearance is 0.05 L/h/kg. In combination with cilastatin the renal clearance of imipenem is 0.15 L/h/kg, likely due to the increased concentration of the parent drug.

Cellular LocationsCytoplasm

용도 및 제조

Uses · 2건

Use (kg) in Switzerland (2009): >100

For the treatment of bacterial infections caused by susceptible bacteria.

응용 분야 · 3건

개요Imipenem is a chemically stable thienamycin derivative with an antibacterial activity that is broader in spectrum and of greater potency than most of the third generation cephalosporins. Combination with cilastatin, an inhibitor of renal brush-border dehydropeptidase-I, increases both urinary and plasma levels of imipenem.

용도Carbapenem antibacterial.

일반 설명Thienamycin was found in the culture broth of Streptomyces cattleya by Merck Sharp & Dohme in 1976, as a very unstable substance. It has a unique carbapenem structure, like that of the olivanic acids found in S. olivaceus by Beecham Research Laboratories in 1979. Thienamycin shows excellent activity against a variety of pathogenic bacteria, including Pseudomonas aeruginosa. Its chemical stability has been improved by derivatization with the formimidoyl group, and its biological stability has been improved by combining it with cilastatin, an inhibitor of kidney dihydropeptidase. The combination drug imipenem – cilastatin is now under study to evaluate its clinical efficacy and safety.

상·하류 제품 정보

상류 원료

Thienamycin

공급사100 곳

北京华美互利生物化工010-56205725 · [email protected]
湖南韵邦生物科技股份有限公司0731-88532326 13319508186 · [email protected]
湖北万得化工有限公司15377098680 15377098680 · [email protected]
湖北威德利化学试剂有限公司186-02735115 18062128043 · [email protected]
武汉英诺医药科技有限公司+86-027-59232304 15387063101 · [email protected]
成都超九八生物科技有限公司13348960310 13348960310 · [email protected]
合肥翰刚医药科技有限公司+8618062405514 · [email protected]
上海毕得医药科技股份有限公司400-1647117 13681763483 · [email protected]
武汉灵灵九生物科技有限公司15623309010 · [email protected]
江苏星科元信息科技有限公司400-605-7200 15335295587 · [email protected]
河北展药生物科技有限公司15369953316 +8615369953316 · [email protected]
T&W GROUP021-61551611 13296011611 · [email protected]
Baoji Guokang Healthchem co.,ltd+8615604608665 15604608665 · [email protected]
南京望知星医药科技有限公司18569809817 · [email protected]
湖北科乐精细化工有限公司027-59101668 19945030958 · [email protected]
LGM Pharma1-(800)-881-8210 · [email protected]
湖北辰心化工有限公司18696113233 · [email protected]
湖南瑞威尔生物科技有限公司18627957289 18173226957 · [email protected]
江西瑞威尔生物科技有限公司18502728206 · [email protected]
上海晶抗生物工程有限公司021-54721350 13524668266 · [email protected]
安耐吉化学&3A(安徽泽升科技有限公司)021-58432009 400-005-6266 · [email protected]
武汉凯威斯科技有限公司86-027-67849912 · [email protected]
InvivoChem中国13549236410 · [email protected]
上海浦洛凯医药科技有限公司17269768198 · [email protected]
上海泰坦科技股份有限公司4006009262 13023226327 · [email protected]
湖北广奥生物科技有限公司027-02702759223056 18162699093 · [email protected]
上海瀚香生物科技有限公司177-54423994 17754423994 · [email protected]
佛山宝诺生物科技有限公司0757-85921206 18520245316 · [email protected]
HONG KONG IPURE BIOLOGY CO.,LIMITED86 18062405514 18062405514 · [email protected]
上海源叶生物科技有限公司18916372613 · [email protected]
AdooQ BioScience, LLC+1 (866) 930-6790 · [email protected]
Wuhan NCE Biomedical Co.,Ltd.4000-027-021 |24 +86-13986109188 | +86-15623472865 | +81-08033611988
上海遐瑞医药科技有限公司+86 21 61551611
随州市红旗化工有限公司0722-3257376 13026100080;13235518175 · [email protected]
南京生利德生物科技有限公司025-57798810 18652991625 · [email protected]
上海陶素生化科技有限公司021-33632979 · [email protected]
南京世洲生物科技有限公司13675144456 · [email protected]
HBCChem, Inc.+1-510-219-6317 · [email protected]
天津普西唐生物医药科技有限公司010-60605840 · [email protected]
杭州杰恒化工有限公司0571-87396432 · [email protected]
南京百鑫德诺生物科技有限公司025-58849295 · [email protected]
上海孚一生物科技有限公司+86 (21) 61124340
陕西缔都医药化工有限公司029-81024372 17792795018 · [email protected]
湖北巨胜科技有限公司027-59599241 18871490274 · [email protected]
池州凯隆进出口贸易有限公司[email protected]
TargetMol中国(陶术生物)021-021-33632979 15002134094 · [email protected]
上海陶术生物科技股份有限公司+1-781-999-5354; +1-00000000000 · [email protected]
湖北威德利化学科技有限公司027-83989310 18627915365 · [email protected]
上海珈得尔化学技术有限公司13564435016 13564435016 · [email protected]
湖北魏氏化学试剂股份有限公司13125137732 18686406941 · [email protected]