기본 정보
- CAS
34552-84-6- 표준 SMILES
Cc1cc(NC(=O)C2=C(O)c3ccccc3S(=O)(=O)N2C)no1- InChIKey
YYUAYBYLJSNDCX-UHFFFAOYSA-N- 분자식
- C14H13N3O5S
- 평균 분자량
- 335.34 g/mol
- 단동위원소 질량
- 335.05759152
개요
Isoxicam is a monocarboxylic acid amide that is piroxicam in which the pyrid-2-yl group is replaced by a 5-methyl-1,2-oxazol-3-yl group. A non-steroidal anti-inflammatory drug, it was withdrawn from the market in the 1980s following its association with cases of Stevens-Johnson syndrome. It has a role as a non-steroidal anti-inflammatory drug and an antirheumatic drug. It is a monocarboxylic acid amide, a benzothiazine and a member of isoxazoles.
이름 및 식별자
- 우선 이름
- Isoxicam
- IUPAC
- 4-hydroxy-2-methyl-N-(5-methyl-1,2-oxazol-3-yl)-1,1-dioxo-1λ6,2-benzothiazine-3-carboxamide
- 영어명
- ISOXICAM
- 분자식
- C14H13N3O5S
- 분자량
- 335.34
이름 및 동의어
isoxicam34552-84-6MaxicamIsoxicamumIsoxicamoW 8495DTXSID0045462BRN 0577221NSC-7584368XU734C4NGCHEBI:761632H-1,2-Benzothiazine-3-carboxamide, 4-hydroxy-2-methyl-N-(5-methyl-3-isoxazolyl)-, 1,1-dioxide
이름 더 보기
PacylVectren)-,1,1-dioxidepacyl(antiinflammatory)[Gly8]-GLP-1(7-37) acetate
W-8495DTXCID80254624-Hydroxy-2-methyl-N-(5-methyl-3-isoxazolyl)-2H-1,2-benzothiazine-3-carboxamide-1,1-dioxide4-hydroxy-2-methyl-N-(5-methyl-1,2-oxazol-3-yl)-1,1-dioxo-1lambda6,2-benzothiazine-3-carboxamideRefChem:792457252-084-54-hydroxy-2-methyl-N-(5-methyl-1,2-oxazol-3-yl)-1,1-dioxo-2H-1lambda6,2-benzothiazine-3-carboxamideEINECS 252-084-5
데이터베이스 식별자
- CAS
34552-84-6- PubChem CID
- 54677972
- DTXSID
DTXSID0045462- ChEMBL
CHEMBL53292- ChEBI
CHEBI:76163- UNII
- 8XU734C4NG
- EC Number
물성
구조 계산 물성
- XLogP
- 3
- 극성 표면적
- 121 Ų
- 수소 결합 공여자 수
- 2
- 수소 결합 수용자 수
- 7
- 회전 가능 결합 수
- 2
- 무거운 원자 수
- 23
- 형식 전하
- 0
- 복잡도
- 627
실험 및 물리화학적 성질
DrugsPharmaceuticals -> Listed in ZINC15
LogP2.83
Solubility33.9 [ug/mL] (The mean of the results at pH 7.4)
Human DrugsPharmaceuticals
Collision Cross Section
181.65 Ų [M+Na]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
170.8 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
물리화학적 성질
- 녹는점
- 265 · 265-271℃
- 밀도
- 1.588 · 1.588
- 저장 조건
- -20 °C · -20°C Freezer
- 용해도
- 클로로포름(약간, 가열), DMSO(약간), 메탄올(약간, 가열, 초음파 처리)에 용해됨
- 물리적 상태
- Solid
- 산도 계수 (pKa)
- 4.5 · 4.50±1.00(Predicted)
- 색상
- 흰색에서 옅은 베이지까지
- 주요 응용
- 법의학 및 독성학의약품(소분자)수의사
- InChI
- 1S/C14H13N3O5S/c1-8-7-11(16-22-8)15-14(19)12-13(18)9-5-3-4-6-10(9)23(20,21)17(12)2/h3-7,18H,1-2H3,(H,15,16,19)
안전 및 규제
안전 정보는 참고용이며, 공급업체의 물질안전보건자료(SDS), 관련 법규 및 전문가 평가를 대체하지 않습니다.
유해성 정보
Other Safety InformationIMAP assessments - 2H-1,2-Benzothiazine-3-carboxamide, 4-hydroxy-2-methyl-N-(5-methyl-3-isoxazolyl)-, 1,1-dioxide: Environment tier I assessment
독성 정보
Drug Induced Liver Injury
Drug-Induced Liver Injury Severity and Toxicity (DILIst)
isoxicam
DILI Negative
DOI:10.1016/j.drudis.2019.09.022
안전 데이터
- wgk
- 2
- rtecs
- DL0703000
- 독성
- LD50 in rats (mg/kg): >5000 orally (Whitehouse)
- 스토리지 클래스
- 11 - Combustible Solids
화학 및 산업
약리 정보
MeSH Pharmacological Classification
Anti-inflammatory agents that are non-steroidal in nature. In addition to anti-inflammatory actions, they have analgesic, antipyretic, and platelet-inhibitory actions. They act by blocking the synthesis of prostaglandins by inhibiting cyclooxygenase, which converts arachidonic acid to cyclic endoperoxides, precursors of prostaglandins. Inhibition of prostaglandin synthesis accounts for their analgesic, antipyretic, and platelet-inhibitory actions; other mechanisms may contribute to their anti-inflammatory effects.
용도 및 제조
Use ClassificationPharmaceuticals
응용 분야
개요Isoxicam is a non-steroidal antiinflammatory agent useful in the treatment of various forms of rheumatoid arthritis, osteoarthritis and musculoskeletal disorders. It is about one-tenth as potent as its structural relative sudoxicam; its similar long T1/2 (>30 hrs.) allows once-daily dosing.
용도Isoxicam is used for the same indications as piroxicam. Synonyms for isoxicam are floxicam and maxicam.
상·하류 제품 정보
상류 원료
추가 설명
정의ChEBI: A monocarboxylic acid amide that is piroxicam in which the pyrid-2-yl group is replaced by a 5-methyl-1,2-oxazol-3-yl group. A non-steroidal anti-inflammatory drug, it was withdrawn from the market in the 1980s following its association with cases of Steve s-Johnson syndrome.
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