기본 정보
- CAS
22161-81-5- 표준 SMILES
C[C@H](C(=O)O)c1cccc(C(=O)c2ccccc2)c1- InChIKey
DKYWVDODHFEZIM-NSHDSACASA-N- 분자식
- C16H14O3
- 평균 분자량
- 254.28 g/mol
- 단동위원소 질량
- 254.09429431
개요
Dexketoprofen is a monocarboxylic acid that is (S)-hydratropic acid substituted at position 3 on the phenyl ring by a benzoyl group. A cyclooxygenase inhibitor, it is used to relieve short-term pain, such as muscular pain, dental pain and dysmenorrhoea. It has a role as a non-steroidal anti-inflammatory drug, a non-narcotic analgesic, a cyclooxygenase 2 inhibitor and a cyclooxygenase 1 inhibitor. It is a member of benzophenones and a monocarboxylic acid. It is functionally related to a (S)-hydratropic acid.
이름 및 식별자
- 우선 이름
- Dexketoprofen
- IUPAC
- (2S)-2-(3-benzoylphenyl)propanoic acid
- 현지명
- (S)-(+)-케토프로펜
- 영어명
- (S)-(+)-Ketoprofen
- 분자식
- C16H14O3
- 분자량
- 254.28
이름 및 동의어
DEXKETOPROFEN22161-81-5(S)-Ketoprofen(+)-KetoprofenArveles(+)-3-Benzoylhydratropic acidHydratropic acid, m-benzoyl-, (+)-Ketoprofen, (s)-(+)-(S)-m-Benzoylhydratropic aciddexketoprofeneDexketoprofeno(S)-3-Benzoyl-alpha-methylbenzeneacetic acid
이름 더 보기
(S)-(+)-케토프로펜(2S)-2-(3-Benzoylphenyl)propanoic acidKeralDexktoprofenDexketoprofeexketoprofenlevoketoprofenDexketoprofen API
6KD9E78X68CHEBI:76128DTXSID40905141Benzeneacetic acid, 3-benzoyl-alpha-methyl-, (S)-dexketoprofen sodiumdexketoprofenumRefChem:132392M01AE17
데이터베이스 식별자
- CAS
22161-81-5- PubChem CID
- 667550
- DTXSID
DTXSID40905141- ChEMBL
CHEMBL75435- ChEBI
CHEBI:76128- UNII
- 6KD9E78X68
- EC Number
- 606-944-5
- Nikkaji
- J389.200J
물성
구조 계산 물성
- XLogP
- 3.1
- 극성 표면적
- 54.4 Ų
- 수소 결합 공여자 수
- 1
- 수소 결합 수용자 수
- 3
- 회전 가능 결합 수
- 4
- 무거운 원자 수
- 19
- 형식 전하
- 0
- 복잡도
- 331
물리화학적 성질
- 녹는점
- 75 · 75-78 °C(lit.)
- 끓는 점
- 431.3 · 431.3±28.0 °C(Predicted)
- 밀도
- 1.198 · 1.198±0.06 g/cm3(Predicted)
- 저장 조건
- Sealed in dry,Room Temperature
- 용해도
- 2 O; · insoluble in H2O; ≥10.6 mg/mL in DMSO; ≥20.55 mg/mL in EtOH
- 산도 계수 (pKa)
- 4.23 · 4.23±0.10(Predicted)
- 물리적 상태
- 백색 고체.
- 색상
- White to off-white
- InChI
- InChI=1/C16H14O3/c1-11(16(18)19)13-8-5-9-14(10-13)15(17)12-6-3-2-4-7-12/h2-11H,1H3,(H,18,19)/t11-/s3
- InChIKey
- DKYWVDODHFEZIM-LBPXTSNRNA-N
- SMILES
- C1(=CC=CC([C@H](C)C(=O)O)=C1)C(=O)C1=CC=CC=C1 |&1:5,r|
화학적 성질
White Solid
안전 및 규제
GHS 분류
GHS Classification
This chemical does not meet GHS hazard criteria for 2.4% (1 of 42) of reports.
Danger
H301 (97.6%): Toxic if swallowed [Danger Acute toxicity, oral]
P261, P264, P264+P265, P270, P271, P273, P280, P301+P316, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P391, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 42 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
유해성 정보
Regulatory InformationStatus: Active Update: 06-11-2019 https://echa.europa.eu/registration-dossier/-/registered-dossier/17708
Hazard Classes and CategoriesAcute Tox. 3 (97.6%)
독성 정보
Drug Induced Liver Injury
Drug-Induced Liver Injury Severity and Toxicity (DILIst)
DEXKETOPROFEN
DILI Positive
DOI:10.1016/j.drudis.2019.09.022
안전 데이터
- wgk
- 3
- rtecs
- CY1572790
- ridadr
- UN 2811 6.1/PG 3
- risk_code
- 22-36/37/38-50/53-25
- hazard_code
- Xn,T
- safety_code
- 26-60-61-45
- Hazard Classifications
- Acute Tox. 3 OralAquatic Acute 1Eye Irrit. 2Skin Irrit. 2STOT SE 3
- 스토리지 클래스
- 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
화학 및 산업
약리 정보
ATC Code
M - Musculo-skeletal system
M - Musculo-skeletal system
QM - Musculo-skeletal system
QM - Musculo-skeletal system
Protein BindingHighly protein bound.
PharmacodynamicsThis drug is an isomer of ketoprofen. Dexketoprofen a propionic acid derivative with analgesic, anti-inflammatory, and antipyretic properties.
Mechanism of ActionIt is a non-steroidal anti-inflammatory drug (NSAID) that reduces prostaglandin synthesis via inhibition of cyclooxygenase pathway (both COX-1 and COX-2) activity.
Biological Half-Life1.65 h
Metabolism/Metabolites
Dexketoprofen is highly lipophilic, and is metabolized in the liver by glucuronidation. In one study, after oral administration of 25 mg of dexketoprofen to young healthy adults, Tmax was approximately 30 min for a Cmax of 3.7 ± 0.72 mg/l. Dexketoprofen trometamol is metabolized by the hepatic cytochrome P450 enzymes (CYP2C8 and CYP2C9). Dexketoprofen trometamol has a number of metabolites, with hydroxyl derivatives making up the greatest volume. In humans, hydroxylation plays a minor role. Dexketoprofen is primarily conjugated to an acyl-glucuronide
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.
Absorption, Distribution and Excretion
After oral ingestion, the Dexketoprofen onset of action is within 30 minutes. The plasma half-life of Dexketoprofen is about 4-6 hours. The Cmax is about 30 minutes
Approximately 70 to 80% of the ingested dose is recovered in the urine during the first 12 hours post-ingestion, mainly as the acyl-conjugated form of the drug.
<0.25 L/kg
Mainly cleared via glucuronide conjugation and followed by renal excretion, mainly unchanged.
Cellular LocationsMembrane
응용 분야
용도Anti-inflammatory; analgesic
공급사100 곳
国药集团化学试剂有限公司86-21-63210123 · [email protected]
北京华美互利生物化工010-56205725 · [email protected]
济南百隆化学有限公司[email protected] · [email protected]
武汉鹏垒生物科技有限公司15871464247 · [email protected]
广州隽沐生物科技股份有限公司020-36607679; 13502246435 · [email protected]
武汉灵灵九生物科技有限公司15623309010
Baoji Guokang Healthchem co.,ltd+8615604608665 15604608665 · [email protected]
南京望知星医药科技有限公司18569809817 · [email protected]
Dayang Chem (Hangzhou) Co.,Ltd.+86-0571-88938639 17705817739 · [email protected]
广州隽唐科技有限公司020-36607679 13502246435 · [email protected]
Syntechem Co.,Ltd[email protected]
大连美仑生物技术有限公司0411-62910999 13889544652 · [email protected]
安耐吉化学&3A（安徽泽升科技股份有限公司）400-0056266 · [email protected]
上海柯维化学技术有限公司021-64609169 18901607656 · [email protected]
MedBio脉铂医药021-69568360 18916172912 · [email protected]
山东沃德森生物科技有限公司0531-88723173 18596073690 · [email protected]
上海泰坦科技股份有限公司400-6009262 15618770481 · [email protected]
湖北广奥生物科技有限公司027-02702759223056 18162699093 · [email protected]
武汉丰泰威远科技有限公司+86-27-8746-5837 +86-18627785180 · [email protected]
Zhejiang J&C Biological Technology Co.,Limited+1-2135480471 · [email protected]
武汉丰泰威远科技有限公司027-87465837 19945049750 · [email protected]
佛山宝诺生物科技有限公司0757-85921206 18520245316 · [email protected]
苏州启航生物科技有限公司18662190603;18151111370 · [email protected]
大赛璐药物手性技术（上海）有限公司021-50460086-9 15921403865 · [email protected]
深圳振强药物研发有限公司0755-66853366 13670046396 · [email protected]
广州爱纯医药科技有限公司020-39119399 18927568969 · [email protected]
南京生利德生物科技有限公司025-57798810 18652991625 · [email protected]
惠州拓康生物科技有限公司+86 (0752) 222-7171, +86 15815821171
湖北威德利化学试剂有限公司186-02735115 18602735115 · [email protected]
上海喀露蓝科技有限公司18149758185 18149758185 · [email protected]
深圳菲斯生物科技有限公司0755-83725350 13380397412 · [email protected]
HBCChem, Inc.+1-510-219-6317 · [email protected]
天津普西唐生物医药科技有限公司010-60605840 · [email protected]
上海馨远医药科技有限公司021-24206007 13764915196 · [email protected]
杭州杰恒化工有限公司0571-87396432 · [email protected]
陕西缔都医药化工有限公司029-81024372 17792795018 · [email protected]
凯试（上海）科技有限公司021-50135380 · [email protected]
池州凯隆进出口贸易有限公司[email protected]
Sigma-Aldrich西格玛奥德里奇(上海)贸易有限公司021-61415566 800-8193336 · [email protected]
南京熙泽医药科技有限公司025-66023220 15250997978 · [email protected]
TargetMol中国（陶术生物）021-021-33632979 15002134094 · [email protected]
上海昕凯医药科技有限公司21-619849051-1 18521059765 · [email protected]
上海陶术生物科技股份有限公司+1-781-999-5354; +1-00000000000 · [email protected]
BOC Sciences16314854226; +8616314854226 · [email protected]
厦门志信化学有限公司+86-5922680277 +86-13806087780 · [email protected]
泰安嘉岳生物化工有限公司15318151873 · [email protected]
Standardpharm Co. Ltd.86-714-3992388 · [email protected]
浙江珲达生物科技有限公司0571-89903022 18679456698 · [email protected]
湖北源梦生物科技有限公司027-68897569 18120462897 · [email protected]
上海珞珐生化科技有限公司021-51111890 15317326293 · [email protected]
추가 설명
정의ChEBI: A monocarboxylic acid that is (S)-hydratropic acid substituted at position 3 on the phenyl ring by a benzoyl group. A cyclooxygenase inhibitor, it is used to relieve short-term pain, such as muscular pain, dental pain and dysmenorrhoea.
관련 반응
8건
화합물 노트
불러오는 중…