Dexibuprofen (HCID 39912)

개요

Dexibuprofen is an ibuprofen. It has a role as a non-steroidal anti-inflammatory drug and a non-narcotic analgesic. It is an enantiomer of a levibuprofen.

이름 및 식별자

우선 이름: Dexibuprofen
IUPAC: (2S)-2-[4-(2-methylpropyl)phenyl]propanoic acid
현지명: (S)-(+)-이부프로펜
영어명: (S)-(+)-Ibuprofen
분자식: C13H18O2
분자량: 206.28

이름 및 동의어

51146-56-6DEXIBUPROFENDexibuprofeneDexibuprofenoSeractild-Ibuproten(+)-(S)-p-Isobutylhydratropic acidDexibuprofenums-ibuprofen(2S)-2-(4-isobutylphenyl)propanoic acid(2S)-2-[4-(2-methylpropyl)phenyl]propanoic acidDTXSID9048724

이름 더 보기

(S)-(+)-이부프로펜(S)-IBUPROFEN(S)-2-(4-Isobutylphenyl)propanoic acidRamelteon-7d-IbuprofenexibuprofenDeibuprofenDextroprofen

(+)-IbuprofenNSC-759814671DKG7P5S(S)-alpha-methyl-4-(2-methylpropyl)benzeneacetic acidDTXCID6028650CHEBI:43415Benzeneacetic acid, alpha-methyl-4-(2-methylpropyl)-, (S)-(2S)-2-(4-(2-methylpropyl)phenyl)propanoic acid

데이터베이스 식별자

CAS: 51146-56-6
PubChem CID: 39912
DTXSID: DTXSID9048724
ChEMBL: CHEMBL175
ChEBI: CHEBI:43415
UNII: 671DKG7P5S
EC Number: 610-620-9
Nikkaji: J384.813B

물성

구조 계산 물성

XLogP: 3.5
극성 표면적: 37.3 Å²
수소 결합 공여자 수: 1
수소 결합 수용자 수: 2
회전 가능 결합 수: 4
무거운 원자 수: 15
형식 전하: 0
복잡도: 203

실험 및 물리화학적 성질

Drugs · 2건

Pharmaceuticals -> Listed in ZINC15

Pharmaceuticals -> Used in Switzerland

SolubilityInsoluble

Melting Point49-53

물리화학적 성질

녹는점: 49 · 49-53 °C(lit.)
끓는 점: 285.14 °C · 285.14°C (rough estimate)
밀도: 1.0364 · 1.0364 (rough estimate)
굴절률: 59 ° · 59 ° (C=2, EtOH)
인화점: 230 °F · >230 °F
저장 조건: Sealed in dry,Room Temperature
용해도: 45 % · 45%(w/v) 수성 2-히드록시프로필-β-시클로덱스트린: 1.5mg/mL
물리적 상태: 고체
산도 계수 (pKa): 4.41 · 4.41±0.10(Predicted)
색상: 하얀색
수용성: 불용성
BRN: 3590022 · 3590022
안정성: 안정적인. 강한 산화제와 호환되지 않습니다.
InChI: 1S/C13H18O2/c1-9(2)8-11-4-6-12(7-5-11)10(3)13(14)15/h4-7,9-10H,8H2,1-3H3,(H,14,15)/t10-/m0/s1
InChIKey: HEFNNWSXXWATRW-JTQLQIEISA-N
SMILES: CC(C)Cc1ccc(cc1)[C@H](C)C(O)=O

화학적 성질

Colourless, Crystalline Solid

안전 및 규제

GHS 분류

GHS Classification · 4건

Warning

H302 (85.7%): Harmful if swallowed [Warning Acute toxicity, oral]

P203, P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P318, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 7 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

유해성 정보

Hazard Classes and CategoriesAcute Tox. 4 (85.7%)

안전 데이터

wgk: 3
HS 번호: 29163990
risk_code: 63-22
hazard_code: Xn
safety_code: 45-36/37
스토리지 클래스: 11 - Combustible Solids

화학 및 산업

약리 정보

ATC Code · 2건

M - Musculo-skeletal system

QM - Musculo-skeletal system

Protein BindingFor more information, refer to [ibuprofen].

PharmacodynamicsFor more information, refer to [ibuprofen].

Mechanism of Action · 1건

Like common NSAIDs, dexibuprofen is an active enantiomer of [ibuprofen] that suppresses the prostanoid synthesis in the inflammatory cells via inhibition of the COX-2 isoform of the arachidonic acid COX. For more information, refer to [ibuprofen].

Biological Half-LifeOral tablets containing 300mg of dexibuprofen results in 2.2-4.7 hours. For more information, refer to [ibuprofen].

Metabolism/Metabolites · 2건

For more information, refer to [ibuprofen].

(S)-(+)-ibuprofen has known human metabolites that include 3-Hydroxyibuprofen and 2-Hydroxyibuprofen.

용도 및 제조

UsesUse (kg) in Switzerland (2009): >25000

응용 분야 · 3건

개요Dexibuprofen, the S-(+)-isomer of the widely used NSAID agent ibuprofen, was launched in Austria for the treatment of rheumatoid arthritis. While the racemic compound is commonly used clinically, the antiinflammatory activity is mediated via the S-isomer by inhibition of prostaglandin synthesis. It has also been demonstrated that the R-isomer is converted to the Santipode in vivo via a CoA thioester intermediate. Since CoA plays a pivotal role in intermediary metabolism and maintenance of the [acyl-CoA], generation of R-ibuprofen-CoA competitively inhibits many CoA-dependent reactions, which consequently produces perturbations of hepatocyte Intermediary metabolism and mitocondrial function. Pure S-ibuprofen usage, therefore, is preferred allowing a reduction in dosage level and an improved side effect profile.

용도A nonsteroidal anti-inflammatory drug (NSAID); activity resides primarily in the (S)-isomer

일반 설명(S)-(+)-Ibuprofen is the enantiomer associated with the anti-inflammatory action of ibuprofen, which is widely used as a nonsteroidal anti-inflammatory drug in racemic form.