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Cephaloglycin

HCID 19150
노트반응
기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
부분 구조 검색유사 구조 찾기

기본 정보

CAS
3577-01-3
표준 SMILES
CC(=O)OCC1=C(C(=O)O)N2C(=O)[C@@H](NC(=O)[C@H](N)c3ccccc3)[C@H]2SC1
InChIKey
FUBBGQLTSCSAON-PBFPGSCMSA-N
분자식
C18H19N3O6S
평균 분자량
405.4 g/mol
단동위원소 질량
405.09945651

개요

Cefaloglycin is a cephalosporin antibiotic containing at the 7beta-position of the cephem skeleton an (R)-amino(phenyl)acetamido group. It has a role as an antimicrobial agent. It is a cephalosporin and a beta-lactam antibiotic allergen.

이름 및 식별자

우선 이름
Cephaloglycin
IUPAC
(6R,7R)-3-(acetyloxymethyl)-7-[[(2R)-2-amino-2-phenylacetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
영어명
cefaloglycin
분자식
C18H19N3O6S
분자량
405.42

이름 및 동의어

CefaloglycinCEPHALOGLYCINCephaloglycineKafocin3577-01-3Cephaloglycin anhydrousD-CephaloglycineCephaoglycin acidCefaloglycineKefglycinCefaloglicinaCefaloglycinum
이름 더 보기
Lilly-39435Cephaloglycin(anhydrous)FUBBGQLTSCSAON-PBFPGSCMSA-N(6R,7R)-7-[(R)-2-Amino-2-phenylacetylamino]-3-(acetoxymethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
D-(-)-CephaloglycinLilly 39435Cefaloglycin dihydrate7-(D-alpha-Aminophenyl-acetamido)cephalosporanic acidKefocin7-(2-D-alpha-Aminophenylacetamido)cephalosporanic acid(6R,7R)-3-(acetyloxymethyl)-7-[[(2R)-2-amino-2-phenylacetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acidHD2D469W6U

데이터베이스 식별자

CAS
3577-01-3
PubChem CID
19150
DTXSID
DTXSID4022781
ChEMBL
CHEMBL1200971
ChEBI
CHEBI:34613
UNII
HD2D469W6U
EC Number
222-696-7
Nikkaji
J3.406A

물성

구조 계산 물성

XLogP
-3
극성 표면적
164 Ų
수소 결합 공여자 수
3
수소 결합 수용자 수
8
회전 가능 결합 수
7
무거운 원자 수
28
형식 전하
0
복잡도
718

실험 및 물리화학적 성질

Drugs · 2건

Pharmaceuticals -> Antibiotics

Pharmaceuticals -> Listed in ZINC15

LogP-0.3
Solubility · 2건

SLIGHTLY SOL IN WATER; PRACTICALLY INSOL IN MOST ORGANIC SOLVENTS /DIHYDRATE/

1.48e-01 g/L

Human Drugs · 2건

FDA approved drugs -> Active ingredient

FDA approved drugs -> Active ingredient

DecompositionWhen heated to decomposition it emits toxic fumes of sulfoxides and nitroxides.
Melting Point237 °C
Physical DescriptionSolid
Other Experimental Properties · 4건

MP: 223-250 °C, DECOMP; MAX ABSORPTION (2% DIMETHYLFORMAMIDE): 258 NM (E= 166, 1%, 1 CM) /DIHYDRATE/

ISOELECTRIC POINT & PH OF MAX STABILITY: 4.5 /DIHYDRATE/

CRYSTALLINE POWDER /DIHYDRATE/

WHITE TO OFF-WHITE, CRYSTALLINE POWDER /DIHYDRATE/

물리화학적 성질

녹는점
236.5 °C · 236.5°C (rough estimate)
끓는 점
217.4 °C · 217.4°C (rough estimate)
밀도
1.3328 · 1.3328 (rough estimate)
굴절률
1.639 · 1.6390 (estimate)
저장 조건
2 · 2-8°C
용해도
산성수(약간 용해됨), 메탄올(약간 용해됨, 가열)
물리적 상태
고체
산도 계수 (pKa)
1.71 · pKa 1.71(H2O t=25±2 I=0.1 ) (Uncertain);7.29(H2O t=25±2 I=0.1 ) (Uncertain)
색상
흰색에서 옅은 갈색까지
수용성
10.5 g/L · 10.5g/L(25℃)
안정성
흡습성, 수분 민감성, 온도 민감성

안전 및 규제

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

GHS 분류

GHS Classification · 4건

Danger

H317 (100%): May cause an allergic skin reaction [Warning Sensitization, Skin]

P233, P260, P261, P271, P272, P280, P284, P302+P352, P304+P340, P321, P333+P317, P342+P316, P362+P364, P403, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 38 reports by companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

유해성 정보

Other Safety InformationIMAP assessments - 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 3-[(acetyloxy)methyl]-7-[(aminophenylacetyl)amino]-8-oxo-, [6R-[6.alpha.,7.beta.(R*)]]-: Human health tier I assessment
FDA Requirements · 1건

Manufacturers, packers, and distributors of drug and drug products for human use are responsible for complying with the labeling, certification, and usage requirements as prescribed by the Federal Food, Drug, and Cosmetic Act, as amended (secs 201-902, 52 Stat. 1040 et seq., as amended; 21 U.S.C. 321-392).

Special ReportsWANG RIH, GARTHWAITE; DRUG THER 6: 103-106, 111-113 (1976). A COMPARISON OF SPECTRUM & THERAPEUTIC USAGES & DOSAGE OF THE CEPHALOSPORIN DERIV IS PRESENTED ALONG WITH METABOLISM AND TOXICITY.
Hazard Classes and CategoriesSkin Sens. 1 (100%)

안전 및 보호

Disposal Methods · 1건

SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.

독성 정보

InteractionsCONCURRENT ADMIN OF CEPHALEXIN & PROBENECID RESULTS IN HIGHER & PROLONGED SERUM ANTIBIOTIC LEVELS. ... OTHER CEPHALOSPORIN ANALOGS WHOSE SERUM LEVELS ARE ENHANCED BY PROBENCID ARE...CEPHALOGLYCIN...

규제 정보

FDA Requirements · 1건

Manufacturers, packers, and distributors of drug and drug products for human use are responsible for complying with the labeling, certification, and usage requirements as prescribed by the Federal Food, Drug, and Cosmetic Act, as amended (secs 201-902, 52 Stat. 1040 et seq., as amended; 21 U.S.C. 321-392).

안전 데이터

risk_code
42/43
hazard_code
Xn
safety_code
36
유해 물질 데이터
3577-01-3(Hazardous Substances Data)

화학 및 산업

약리 정보

PharmacodynamicsCephaloglycin is an antibiotic related to cephalosporin but no longer in common use. It is an orally absorbed derivative of cephalosporin C.
Mechanism of Action · 3건

The bactericidal activity of cephaloglycin results from the inhibition of cell wall synthesis via affinity for penicillin-binding proteins (PBPs).

CEPHALOTHIN & ITS CONGENERS INHIBIT BACTERIAL CELL-WALL SYNTHESIS IN MANNER SIMILAR TO THAT OF PENICILLIN. /CEPHALOTHIN & ITS CONGENERS/

/PENICILLINS & CEPHALOSPORINS/...HAVE SIMILAR MECHANISM OF ANTIBACTERIAL ACTION; BOTH INTERFERE WITH TERMINAL STEP IN BACTERIAL CELL WALL SYNTH BY INACTIVATING TRANSPEPTIDASE, THEREFORE PREVENTING CROSS-LINKAGE OF PEPTIDOGLYCAN CHAINS. /PENICILLINS & CEPHALOSPORINS/

Biological Half-Life · 2건

THIS ANTIBIOTIC IS PARTIALLY ABSORBED FROM GI TRACT... PLASMA CONCN REACH PEAK OF ONLY 2-6 UG/ML @ ABOUT 2 HR FOLLOWING SINGLE DOSE OF 0.5 G; DRUG IS NO LONGER DETECTABLE IN PLASMA 8 HR AFTER THIS DOSE. HALF-LIFE...IS ABOUT 4 HR.

PLASMA LEVELS AFTER ORAL ADMIN VARY WIDELY AMONG PT. PEAK LEVEL OF AT LEAST 0.6 UG/ML IS USUALLY ACHIEVED WITH ORAL DOSE OF 500 MG, & IT MAY REACH 6 UG/ML IN FAIR PROP OF CASES. FOOD IN STOMACH INTERFERES WITH ABSORPTION. HALF-LIFE IN PLASMA...ABOUT 3-5 HR, BUT WHEN...SEVERE RENAL IMPAIRMENT...MAY BE 9-20 HR. /DIHYDRATE/

Metabolism/MetabolitesMOST OF CEPHALOGLYCIN THAT IS ABSORBED IS EXCRETED...AS DEACETYLCEPHALOGLYCIN, AN ANTIMICROBIALLY ACTIVE METABOLITE.
MeSH Pharmacological ClassificationSubstances that inhibit the growth or reproduction of BACTERIA.
Absorption, Distribution and Excretion · 4건

Well absorbed following oral administration.

MOST OF CEPHALOGLYCIN THAT IS ABSORBED IS EXCRETED IN URINE AS DEACETYLCEPHALOGLYCIN, AN ANTIMICROBIALLY ACTIVE METABOLITE. URINARY CONCN OF METABOLITE AVG 350 UG/ML OVER 8-HR PERIOD FOLLOWING ADMIN OF 500 MG OF CEPHALOGLYCIN...

CEPHALOGLYCIN IS NOT DESTROYED IN GASTRIC ACID, BUT IT GRADUALLY DECOMP IN NEUTRAL & ALKALINE SECRETIONS OF INTESTINES. ONLY 1/4 TO 1/3 IS ABSORBED. /DIHYDRATE/

...CEPHALOSPORINS ARE UNPREDICTABLE IN MANNER IN WHICH THEY CROSS BLOOD-BRAIN BARRIER & THEY PENETRATE POORLY INTO CEREBROSPINAL FLUID... /CEPHALOSPORINS/

Cellular LocationsMembrane

용도 및 제조

Uses · 2건

MEDICATION (VET)

MEDICATION

Methods of Manufacturing · 2건

Antibiotic substance produced along with penicillin N by a Cepahlosporium sp. cultivated from sea water near a sewage outlet on the coast of Sardinia.

7-AMINOCEPHALOSPORANIC ACID, PREPD FROM NATURAL ANTIBIOTIC CEPHALOSPORIN C BY EITHER PROTONCATALYZED OR ENZYMATIC HYDROLYSIS, IS ACYLATED WITH 2-PHENYLGLYCINE IN APPROPRIATE DEHYDRATING ENVIRONMENT. /DIHYDRATE/

Formulations/Preparations · 2건

CEPHALOGLYCIN, NF (KAFOCIN), IS AVAILABLE AS DIHYDRATE IN CAPSULES CONTAINING 250 MG.

Kafocin /Dihydrate/

응용 분야

용도Cefaloglycin is a first-generation cephalosporin antibiotic.

상·하류 제품 정보

상류 원료

(R)-알파-아마노벤젠아세트산7-아미노세팔로스포란산벤질 클로로탄소산수소클로로탄산 이소부틸에스테르

하류 제품

세프피미졸

공급사10 곳

北京华美互利生物化工010-56205725 · [email protected]
杭州摩库生物医药科技有限公司+86-057181025280; +8617767106207 · [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]
杭州昌儒化工有限公司15342250425;18453016280 · [email protected]
陕西缔都医药化工有限公司+86-029-81138252 +86-173 9270 1263 · [email protected]
Chongqing jooe co., ltd+86-15223382610 · [email protected]
BOC Sciences16314854226; +8616314854226 · [email protected]
艾吉析科技(上海)有限公司17717235263 17717235263 · [email protected]
南通全益生物科技有限公司0513-66337626 18051384581 · [email protected]
上海瀚香生物科技有限公司17754423994 · [email protected]

추가 설명

정의ChEBI: A cephalosporin antibiotic containing at the 7beta-position of the cephem skeleton an (R)-amino(phenyl)acetamido group.

관련 반응

6건
반응 기록 만들기
HRID 372595 반응식
HRID 372595반응물로uspto-grants-1978_05
HRID 975184 반응식
HRID 975184반응물로uspto-grants-1997_03
HRID 1702662 반응식
HRID 1702662반응물로uspto-grants-1982_09
HRID 1834074 반응식
HRID 1834074생성물로uspto-grants-1978_01
HRID 1834075 반응식
HRID 1834075생성물로uspto-grants-1978_01
HRID 2058508 반응식
HRID 2058508반응물로uspto-grants-1982_03

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