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설파모졸

Sulfamoxole

HCID 12894
노트반응
기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
부분 구조 검색유사 구조 찾기

기본 정보

CAS
729-99-7
표준 SMILES
Cc1nc(NS(=O)(=O)c2ccc(N)cc2)oc1C
InChIKey
CYFLXLSBHQBMFT-UHFFFAOYSA-N
분자식
C11H13N3O3S
평균 분자량
267.31 g/mol
단동위원소 질량
267.06776246

개요

Sulfamoxole is a sulfonamide antibiotic in which 4-aminobenzenesulfonic acid and 4,5-dimethyl-1,3-oxazol-2-amine have combined to form the sulfonamide bond. It has a role as an antimicrobial agent and a drug allergen. It is a sulfonamide, an oxazole and a sulfonamide antibiotic.

이름 및 식별자

우선 이름
Sulfamoxole
IUPAC
4-amino-N-(4,5-dimethyl-1,3-oxazol-2-yl)benzenesulfonamide
현지명
설파모졸
영어명
SULFAMOXOL
분자식
C11H13N3O3S
분자량
267.3

이름 및 동의어

SULFAMOXOLE729-99-7SulfamoxolSulphamoxoleSulfamoxolumSulfadimethyloxazoleOxasulfaSulfuno4-Amino-N-(4,5-dimethyl-2-oxazolyl)benzenesulfonamide4,5-Dimethyl-2-sulfanilamidooxazole4-Amino-N-(4,5-dimethyl-1,3-oxazol-2-yl)benzenesulfonamideN1-(4,5-Dimethyl-2-oxazolyl)sulfanilamide
이름 더 보기
설파모졸NuprinSulfabutinSulfamoxol-d4Sulfamocol-D4SdmoSulfanosulfonoSulfune
2-(p-Aminobenzenesulfonamido)-4,5-dimethyloxazolep-Aminobenzenesulfonyl-2-amino-4,5-dimethyloxazoleDTXSID50236172-(p-Aminobenzolsulfonamido)-4,5-dimethyloxazolBenzenesulfonamide, 4-amino-N-(4,5-dimethyl-2-oxazolyl)-N(sup 1)-(4,5-Dimethyl-2-oxazolyl)sulfanilamideNSC-683535HGG82XE020

데이터베이스 식별자

CAS
729-99-7
PubChem CID
12894
DTXSID
DTXSID5023617

물성

구조 계산 물성

XLogP
1.3
극성 표면적
107 Ų
수소 결합 공여자 수
2
수소 결합 수용자 수
6
회전 가능 결합 수
3
무거운 원자 수
18
형식 전하
0
복잡도
373

실험 및 물리화학적 성질

Drugs · 3건

Pharmaceuticals -> Antibiotics

Pharmaceuticals -> Listed in ZINC15

Pharmaceuticals -> Antibiotics (Sulfonamide)

SpringerMaterials PropertiesFusion temperature
LogP0.2
Human DrugsPharmaceuticals
Melting Point185 °C
Physical DescriptionSolid

물리화학적 성질

녹는점
197 · 197-199℃
끓는 점
481 · 481.0±47.0 °C(Predicted)
밀도
1.3786 g/cm3 · 1.3786 g/cm3
굴절률
1.663 · 1.6630 (estimate)
저장 조건
Refrigerator, Under Inert Atmosphere
용해도
DMSO(약간 용해됨), 메탄올(약간 용해됨)
물리적 상태
Solid
산도 계수 (pKa)
7.4 · pKa 7.40 (Uncertain)
색상
황백색에서 연한 노란색

안전 및 규제

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

GHS 분류

GHS Classification · 4건

Warning

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

P261, P272, P280, P302+P352, P321, P333+P317, P362+P364, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 39 reports by companies from 1 notifications to the ECHA C&L Inventory.

유해성 정보

Hazard Classes and CategoriesSkin Sens. 1 (100%)

안전 데이터

wgk
2
rtecs
WO9150000
독성
LD50 in mice, rats (g/kg): >10.0, >12.5 orally; 1.80, ~2.50 i.p. (Lagler)
risk_code
43
hazard_code
Xi
safety_code
36/37
기존화학 물질
KE-01318

화학 및 산업

약리 정보

ATC CodeJ - Antiinfectives for systemic use
Pharmacodynamics · 1건

Sulfamoxole is a sulfonamide antibiotic. The sulfonamides are synthetic bacteriostatic antibiotics with a wide spectrum against most gram-positive and many gram-negative organisms. However, many strains of an individual species may be resistant. Sulfonamides inhibit multiplication of bacteria by acting as competitive inhibitors of <i>p</i>-aminobenzoic acid in the folic acid metabolism cycle. Bacterial sensitivity is the same for the various sulfonamides, and resistance to one sulfonamide indicates resistance to all. Most sulfonamides are readily absorbed orally. However, parenteral administration is difficult, since the soluble sulfonamide salts are highly alkaline and irritating to the tissues. The sulfonamides are widely distributed throughout all tissues. High levels are achieved in pleural, peritoneal, synovial, and ocular fluids. Although these drugs are no longer used to treat meningitis, CSF levels are high in meningeal infections. Their antibacterial action is inhibited by pus.

Mechanism of Action · 1건

Sulfamoxole is a competitive inhibitor of the bacterial enzyme dihydropteroate synthetase. This enzyme is needed for the proper processing of para-aminobenzoic acid (PABA) which is essential for folic acid synthesis. The inhibited reaction is necessary in these organisms for the synthesis of folic acid.

MeSH Pharmacological ClassificationSubstances that prevent infectious agents or organisms from spreading or kill infectious agents in order to prevent the spread of infection.
Cellular LocationsMembrane

용도 및 제조

Use ClassificationPharmaceuticals

응용 분야

용도Silversulfadiazine and Sulfamoxol are common drugs in treatment of bacterial disease.

관련 반응

0건
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화합물 노트

불러오는 중…

이 페이지에서기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
ChEMBL
CHEMBL2105399
ChEBI
CHEBI:55548
UNII
HGG82XE020
EC Number
211-982-7
Nikkaji
J6.953A
수용성
961 mg/L · 961mg/L(20℃)
Merck
13 · 13,9009
BRN
248434 · 248434
InChI
InChI=1S/C11H13N3O3S/c1-7-8(2)17-11(13-7)14-18(15,16)10-5-3-9(12)4-6-10/h3-6H,12H2,1-2H3,(H,13,14)
InChIKey
CYFLXLSBHQBMFT-UHFFFAOYSA-N
SMILES
C1(S(NC2=NC(C)=C(C)O2)(=O)=O)=CC=C(N)C=C1

화학적 성질

Pale Yellow Solid

공급사47 곳

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추가 설명

정의ChEBI: A sulfonamide antibiotic in which 4-aminobenzenesulfonic acid and 4,5-dimethyl-1,3-oxazol-2-amine have combined to form the sulfonamide bond.