기본 정보
- CAS
51234-28-7- 표준 SMILES
CC(C(=O)O)c1ccc2oc(-c3ccc(Cl)cc3)nc2c1- InChIKey
MITFXPHMIHQXPI-UHFFFAOYSA-N- 분자식
- C16H12ClNO3
- 평균 분자량
- 301.72 g/mol
- 단동위원소 질량
- 301.0505709
개요
Benoxaprofen is a monocarboxylic acid that is propionic acid substituted at position 2 by a 2-(4-chlorophenyl)-1,3-benzoxazol-5-yl group. It was used as a non-steroidal anti-inflammatory drug until 1982 when it was withdrawn from the market due to adverse side-effects including liver necrosis, photosensitivity, and carcinogenicity in animals. It has a role as a non-steroidal anti-inflammatory drug, a non-narcotic analgesic, an antipyretic, an antipsoriatic, a hepatotoxic agent, a nephrotoxic agent, a protein kinase C agonist and an EC 1.13.11.34 (arachidonate 5-lipoxygenase) inhibitor. It is a monocarboxylic acid, a member of 1,3-benzoxazoles and a member of monochlorobenzenes. It is functionally related to a propionic acid.
이름 및 식별자
- 우선 이름
- Benoxaprofen
- IUPAC
- 2-[2-(4-chlorophenyl)-1,3-benzoxazol-5-yl]propanoic acid
- 현지명
- 유니프로펜
- 영어명
- Uniprofen
- 분자식
- C16H12ClNO3
- 분자량
- 301.73
이름 및 동의어
Benoxaprofen51234-28-7OraflexCoxigonOprendl-BenoxaprofenBenoxaprofeneCompound 90459BenoxaprofenumBenoxaprofeno2-[2-(4-Chlorophenyl)-1,3-benzoxazol-5-yl]propanoic acidLilly 90459
이름 더 보기
유니프로펜InflamidLY-90459UniprofenLRCL-3794NSC 299582Aids128826Lilly-90459
(+-)-benoxaprofen2-(4-Chlorophenyl)-alpha-methyl-5-benzoxazoleacetic acidCOMPOUND-90459(1)-2-(4-Chlorophenyl)benzoxazole-5-propionic acidCOMPD 90459NSC-29958217SZX404IMCHEBI:76114
데이터베이스 식별자
- CAS
51234-28-7、67434-14-4- PubChem CID
- 39941
- DTXSID
DTXSID4022650- ChEMBL
CHEMBL340978- ChEBI
CHEBI:76114- UNII
- 17SZX404IM
- EC Number
- 257-069-7、266-692-3
물성
구조 계산 물성
- XLogP
- 4.1
- 극성 표면적
- 63.3 Ų
- 수소 결합 공여자 수
- 1
- 수소 결합 수용자 수
- 4
- 회전 가능 결합 수
- 3
- 무거운 원자 수
- 21
- 형식 전하
- 0
- 복잡도
- 384
실험 및 물리화학적 성질
Human DrugsPharmaceuticals
물리화학적 성질
- 녹는점
- 189.5 °C · 189.5°C
- 끓는 점
- 446.2 · 446.2±30.0 °C(Predicted)
- 밀도
- 1.2411 · 1.2411 (rough estimate)
- 굴절률
- 1.647 · 1.6470 (estimate)
- 저장 조건
- Refrigerator
- 용해도
- DMSO: slightly; Methanol: slightly, sonicated
- 물리적 상태
- 고체
- 산도 계수 (pKa)
- 4.36 · 4.36±0.30(Predicted)
- 색상
- EtOH에서 분리된 고체 페이스트
안전 및 규제
안전 정보는 참고용이며, 공급업체의 물질안전보건자료(SDS), 관련 법규 및 전문가 평가를 대체하지 않습니다.
GHS 분류
GHS Classification
Danger
H301 (100%): Toxic if swallowed [Danger Acute toxicity, oral]
P264, P270, P273, P301+P316, P321, P330, P405, 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
Hazard Classes and CategoriesAcute Tox. 3 (100%)
독성 정보
Drug Induced Liver Injury
Drug Induced Liver Injury Rank (DILIrank 2.0)
Benoxaprofen
vMost-DILI-concern
8
Withdrawn
DOI:10.1016/j.drudis.2016.02.015
안전 데이터
- 독성
- LD50 oral in rat: 118mg/kg
화학 및 산업
약리 정보
ATC Code
M - Musculo-skeletal system
QM - Musculo-skeletal system
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.
Drugs used to treat or prevent skin disorders or for the routine care of skin.
Compounds that bind to and inhibit that enzymatic activity of LIPOXYGENASES. Included under this category are inhibitors that are specific for lipoxygenase subtypes and act to reduce the production of LEUKOTRIENES.
용도 및 제조
Use ClassificationPharmaceuticals
응용 분야
용도A non-steroidal anti-inflammatory ophthalmic agent.
상·하류 제품 정보
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