설파독신
Sulfadoxine
기본 정보
- CAS
2447-57-6- 표준 SMILES
COc1ncnc(NS(=O)(=O)c2ccc(N)cc2)c1OC- InChIKey
PJSFRIWCGOHTNF-UHFFFAOYSA-N- 분자식
- C12H14N4O4S
- 평균 분자량
- 310.33 g/mol
- 단동위원소 질량
- 310.07357593
개요
Sulfadoxine is a sulfonamide consisting of pyrimidine having methoxy substituents at the 5- and 6-positions and a 4-aminobenzenesulfonamido group at the 4-position. In combination with the antiprotozoal pyrimethamine (CHEBI:8673) it is used as an antimalarial. It has a role as an antibacterial drug and an antimalarial. It is a sulfonamide and a member of pyrimidines.
이름 및 식별자
- 우선 이름
- Sulfadoxine
- IUPAC
- 4-amino-N-(5,6-dimethoxypyrimidin-4-yl)benzenesulfonamide
- 현지명
- 설파독신
- 영어명
- Sulfadoxine
- 분자식
- C12H14N4O4S
- 분자량
- 310.33
이름 및 동의어
SULFADOXINE2447-57-6SulphadoxineSulfadoxinSulforthomidine4-amino-N-(5,6-dimethoxypyrimidin-4-yl)benzenesulfonamideSulphormethoxineSulfadoxinumSulfadoxinaFanzilRo 4-4393Benzenesulfonamide, 4-amino-N-(5,6-dimethoxy-4-pyrimidinyl)-
이름 더 보기
설파독신4-AMINO-N-(5,6-DIMETHOXY-4-PYRIMIDINYL)BENZENESULFONAMIDESulfadimoxineSulfadumoxinewr4873fanasil
Fanasulf4-Sulfanilamido-5,6-dimethoxypyrimidineDTXSID6023608Ro-4-4393N'-(5,6-Dimethoxy-4-pyrimidyl)sulfanilamideRo-44393NSC-759319Sulformethoxine
데이터베이스 식별자
- CAS
2447-57-6- PubChem CID
- 17134
- DTXSID
DTXSID6023608- ChEMBL
CHEMBL1539、CHEMBL244800- ChEBI
CHEBI:9329- UNII
- 88463U4SM5
- EC Number
물성
구조 계산 물성
- XLogP
- 0.7
- 극성 표면적
- 125 Ų
- 수소 결합 공여자 수
- 2
- 수소 결합 수용자 수
- 8
- 회전 가능 결합 수
- 5
- 무거운 원자 수
- 21
- 형식 전하
- 0
- 복잡도
- 419
실험 및 물리화학적 성질
Drugs
Pharmaceuticals -> Antibiotics
Pharmaceuticals -> Antibiotics (Sulfonamide)
Pharmaceuticals -> Listed in ZINC15
LogP
0.70
0.7
Solubility2.96e-01 g/L
Human Drugs
FDA approved drugs -> Active ingredient
FDA approved drugs -> Active ingredient
Animal DrugsPharmaceuticals -> Animal Drugs -> Approved in Taiwan
Melting Point
190-194 °C
190 - 194 °C
Physical DescriptionSolid
Collision Cross Section
165.3 Ų [M+H]+ [CCS Type: TW; Method: Major Mix IMS/Tof Calibration Kit (Waters)]
166.2 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
172.96 Ų [M+Na]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
166.6 Ų [M+H]+ [CCS Type: TW]
169.1 Ų [M+H]+ [CCS Type: TW; Method: calibrated with Waters Major Mix]
173.22 Ų [M-H]-
안전 및 규제
안전 정보는 참고용이며, 공급업체의 물질안전보건자료(SDS), 관련 법규 및 전문가 평가를 대체하지 않습니다.
GHS 분류
GHS Classification
Warning
H315 (57.7%): Causes skin irritation [Warning Skin corrosion/irritation]
P261, P264, P264+P265, P271, P272, P273, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P333+P317, P337+P317, P362+P364, P391, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 130 reports by companies from 9 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
유해성 정보
Other Safety InformationIMAP assessments - Benzenesulfonamide, 4-amino-N-(5,6-dimethoxy-4-pyrimidinyl)-: Environment tier I assessment
Hazard Classes and CategoriesSkin Irrit. 2 (57.7%)
안전 데이터
- wgk
- 2
- rtecs
- DA9500000
- 독성
- LD50 in mice (microcrystals, mg/kg): 5200 orally, 2900 s.c., 2900 i.p. (Bhni)
- HS 번호
- 29350090
- risk_code
- 36/37/38
- hazard_code
- Xi
- safety_code
- 26
- Hazard Classifications
- Aquatic Chronic 2Skin Sens. 1
- 스토리지 클래스
- 11 - Combustible Solids
화학 및 산업
약리 정보
ATC CodeQJ - Antiinfectives for systemic use
Pharmacodynamics
Sulfadoxine helps inhibit the enzyme dihydropteroate synthetase which is an enzyme necessary in the conversion of PABA to folic acid. As folic acid is vital to the synthesis, repair, and methylation of DNA which is vital to cell growth in Plasmodium falciparum. With this vital nutrient lacking, the parasite has difficulty in reproducing.
Mechanism of Action
Sulfadoxine is a sulfa drug, often used in combination with pyrimethamine to treat malaria. This medicine may also be used to prevent malaria in people who are living in, or will be traveling to, an area where there is a chance of getting malaria. Sulfadoxine targets Plasmodium dihydropteroate synthase and dihydrofolate reductase. Sulfa drugs or Sulfonamides are antimetabolites. They compete with para-aminobenzoic acid (PABA) for incorporation into folic acid. The action of sulfonamides exploits the difference between mammal cells and other kinds of cells in their folic acid metabolism. All cells require folic acid for growth. Folic acid (as a vitamin) diffuses or is transported into human cells. However, folic acid cannot cross bacterial (and certain protozoan) cell walls by diffusion or active transport. For this reason bacteria must synthesize folic acid from p-aminobenzoic acid.
FDA Pharmacological Classification
88463U4SM5
SULFADOXINE
Established Pharmacologic Class [EPC] - Sulfonamide
Chemical Structure [CS] - Sulfonamides
Sulfadoxine is a Sulfonamide.
MeSH Pharmacological Classification
Substances that prevent infectious agents or organisms from spreading or kill infectious agents in order to prevent the spread of infection.
Substances capable of killing agents causing urinary tract infections or of preventing them from spreading.
Agents used in the treatment of malaria. They are usually classified on the basis of their action against plasmodia at different stages in their life cycle in the human. (From AMA, Drug Evaluations Annual, 1992, p1585)
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2건
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