기본 정보
- CAS
158876-82-5- 표준 SMILES
Cc1cncc(CN2CCC(=C3c4ccc(Cl)cc4CCc4cccnc43)CC2)c1- InChIKey
WUZYKBABMWJHDL-UHFFFAOYSA-N- 분자식
- C26H26ClN3
- 평균 분자량
- 416 g/mol
- 단동위원소 질량
- 415.1815255
개요
Rupatadine is a benzocycloheptapyridine.
이름 및 식별자
- 우선 이름
- Rupatadine
- IUPAC
- 13-chloro-2-[1-[(5-methyl-3-pyridinyl)methyl]piperidin-4-ylidene]-4-azatricyclo[9.4.0.03,8]pentadeca-1(11),3(8),4,6,12,14-hexaene
- 현지명
- 루파타딘푸마레이트
- 영어명
- Rupatadine
- 분자식
- C26H26ClN3
- 분자량
- 415.96
이름 및 동의어
Rupatadine158876-82-5RinialerRupatadina2AE8M83G3EUR-12592DTXSID00166534rupatadinumRefChem:883977DTXCID9089025R06AX2813-chloro-2-(1-((5-methylpyridin-3-yl)methyl)piperidin-4-ylidene)-4-azatricyclo(9.4.0.0^(3,8))pentadeca-1(15),3(8),4,6,11,13-hexaene
이름 더 보기
루파타딘푸마레이트RupatidineRupafiRupafinROPATADINE
8-Chloro-6,11-dihydro-11-(1-((5-methyl-3-pyridinyl)methyl)-4-piperidinylidene)-5H-benzo(5,6)cyclohepta(1,2-b)pyridinePafinurAlergoliberRupax8-Chloro-11-(1-((5-methylpyridin-3-yl)methyl)piperidin-4-ylidene)-6,11-dihydro-5H-benzo[5,6]cyclohepta[1,2-b]pyridineRupatadine [INN]UNII-2AE8M83G3ECHEMBL91397
데이터베이스 식별자
- CAS
158876-82-5- PubChem CID
- 133017
- DTXSID
DTXSID00166534- ChEMBL
CHEMBL91397- ChEBI
CHEBI:135673
물성
구조 계산 물성
- XLogP
- 5.8
- 극성 표면적
- 29 Ų
- 수소 결합 공여자 수
- 0
- 수소 결합 수용자 수
- 3
- 회전 가능 결합 수
- 2
- 무거운 원자 수
- 30
- 형식 전하
- 0
- 복잡도
- 609
실험 및 물리화학적 성질
Drugs
Pharmaceuticals
Pharmaceuticals -> Listed in ZINC15
Human DrugsBreast Feeding; Lactation; Milk, Human; Antihistamines; Nonsedating Antihistamines; Histamine Antagonists; Platelet Activating Factor Antagonists
Melting Point194-201
물리화학적 성질
- 녹는점
- 58 · 58-61°C
- 끓는 점
- 586.4 · 586.4±50.0 °C(Predicted)
- 밀도
- 1.233 · 1.233±0.06 g/cm3(Predicted)
- 저장 조건
- -20 °C · Store at -20°C
- 용해도
- 에 용해됨디클로로메탄, 에틸아세테이트
- 물리적 상태
- 기름
- 산도 계수 (pKa)
- 6.95 · 6.95±0.20(Predicted)
- InChI
- 1S/C26H26ClN3/c1-18-13-19(16-28-15-18)17-30-11-8-20(9-12-30)25-24-7-6-23(27)14-22(24)5-4-21-3-2-10-29-26(21)25/h2-3,6-7,10,13-16H,4-5,8-9,11-12,17H2,1H3
- InChIKey
- WUZYKBABMWJHDL-UHFFFAOYSA-N
- SMILES
- CC1=CN=CC(CN2CCC(CC2)=C3C4=CC=C(C=C4CCC5=CC=CN=C35)Cl)=C1
안전 및 규제
안전 정보는 참고용이며, 공급업체의 물질안전보건자료(SDS), 관련 법규 및 전문가 평가를 대체하지 않습니다.
GHS 분류
GHS Classification
Warning
H302 (50%): Harmful if swallowed [Warning Acute toxicity, oral]
P261, P264, P264+P265, P270, P271, P273, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, 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 2 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
유해성 정보
Hazard Classes and CategoriesAcute Tox. 4 (50%)
독성 정보
Effects During Pregnancy and Lactation◉ Summary of Use during Lactation
안전 데이터
- wgk
- WGK 3
- Hazard Classifications
- Acute Tox. 4 OralAquatic Chronic 4
- 스토리지 클래스
- 11 - Combustible Solids
화학 및 산업
약리 정보
ATC Code
R06AX28
R - Respiratory system
QR - Respiratory system
Protein BindingRupatidine is 98.5-99.0% bound to human plasma proteins.
PharmacodynamicsRupatadine is an anti allergenic and acts to reduce allergic symptoms like urticaria, rhinorrhea, sneezing and itching.
Mechanism of Action
Rupatadine is a dual histamine H1 receptor and platelet activating (PAF) receptor antagonist. During allergic response mast cells undergo degranulation, releasing histamine and other substances. Histamine acts on H1 receptors to produce symptoms of nasal blockage, rhinorhea, itching, and swelling. PAF is produced from phospholipids cleaved by phospholipase A2. It acts to produce vascular leakage which contributes to rhinorhea and nasal blockage. By blocking both the H1 receptor and PAF receptor, rupatidine prevents these mediators from exerting their effects and so reduces the severity of allergic symptoms.
Biological Half-LifeThe half life of elimination is 15.9 h in children 2-5 years old, 12.3 h in children 6-11 years old, 5.9 h in adults, and 8.7 h in geriatric patients.
Metabolism/Metabolites
Rupatadine is metabolized by oxidation mediated primarily by CYP3A4. CYP2C9, CYP2C19, and CYP2D6 are also involved to a lesser extent. The metabolites desloratidine and hydroxylated forms of desloratidine retain some activity as H1 receptor antagonists.
Rupatadine has known human metabolites that include Desloratadine.
Absorption, Distribution and Excretion
Rupatidine is rapidly absorbed with a Tmax of 1 h. Administration with a high fat meal increases exposure by 23% and increases Tmax to 2 h.
The apparent volume of distribution is 9799 L.
Systemic clearance is 1556.2 L/h in young adults and 798.2 L/h in geriatric patients.
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