기본 정보
- 표준 SMILES
CCOCCn1c(N2CCCN(C)CC2)nc2ccccc21- InChIKey
KBUZBQVCBVDWKX-UHFFFAOYSA-N- 분자식
- C17H26N4O
- 평균 분자량
- 302.4 g/mol
- 단동위원소 질량
- 302.21066145
개요
Emedastine is 1-Methyl-1,4-diazepane in which the hydrogen attached to the nitrogen at position 4 is substituted by a 1-(2-ethoxyethyl)-1H-benzimidazol-2-yl group. A relatively selective histamine H1 antagonist, it is used as the difumatate salt for allergic rhinitis, urticaria, and pruritic skin disorders, and in eyedrops for the symptomatic relief of allergic conjuntivitis. It has a role as a H1-receptor antagonist, an anti-allergic agent and an antipruritic drug.
이름 및 식별자
- 우선 이름
- Emedastine
- IUPAC
- 1-(2-ethoxyethyl)-2-(4-methyl-1,4-diazepan-1-yl)benzimidazole
- 영어명
- Emedastine
- 분자식
- C17H26N4O
- 분자량
- 302.41
이름 및 동의어
이름 더 보기
데이터베이스 식별자
- CAS
87233-61-2- PubChem CID
- 3219
- DTXSID
DTXSID7048243- ChEMBL
CHEMBL594- ChEBI
CHEBI:4779- UNII
- 9J1H7Y9OJV
- Nikkaji
- J253.163A
물성
구조 계산 물성
- XLogP
- 2.2
- 극성 표면적
- 33.5 Ų
- 수소 결합 공여자 수
- 0
- 수소 결합 수용자 수
- 4
- 회전 가능 결합 수
- 5
- 무거운 원자 수
- 22
- 형식 전하
- 0
- 복잡도
- 341
실험 및 물리화학적 성질
Solubility
Soluble (difumarate formulation)
1.44e+00 g/L
Human Drugs
Breast Feeding; Lactation; Milk, Human; Antihistamines
EMA approved medicines: Human medicine
물리화학적 성질
- 끓는 점
- 446.6 · 446.6±55.0 °C(Predicted)
- 밀도
- 1.15 · 1.15±0.1 g/cm3(Predicted)
- 저장 조건
- 2 · 2-8°C
- 용해도
- 125 mg/mL · DMSO: 125 mg/mL (413.35 mM); Ethanol: 100 mg/mL (330.68 mM)
- 산도 계수 (pKa)
- 8.86 · 8.86±0.10(Predicted)
- 물리적 상태
- Viscous Liquid
- 색상
- Yellow to brown
안전 및 규제
독성 정보
화학 및 산업
약리 정보
ATC Code
S01GX06
S - Sensory organs
QS - Sensory organs
Mechanism of Action
Emedastine is a relatively selective, histamine H<sub>1</sub> antagonist. In vitro examinations of emedastine's affinity for histamine receptors demonstrate relative selectivity for the H<sub>1</sub> histamine receptor. In vivo studies have shown concentration-dependent inhibition of histamine-stimulated vascular permeability in the conjunctiva following topical ocular administration. Emedastine appears exert negligible effects on adrenergic, dopaminergic and serotonin receptors.
FDA Pharmacological Classification
9J1H7Y9OJV
EMEDASTINE
Mechanisms of Action [MoA] - Histamine H1 Receptor Antagonists
Established Pharmacologic Class [EPC] - Histamine-1 Receptor Inhibitor
Emedastine is a Histamine-1 Receptor Inhibitor. The mechanism of action of emedastine is as a Histamine H1 Receptor Antagonist.
MeSH Pharmacological Classification
Drugs that selectively bind to but do not activate histamine H1 receptors, thereby blocking the actions of endogenous histamine. Included here are the classical antihistaminics that antagonize or prevent the action of histamine mainly in immediate hypersensitivity. They act in the bronchi, capillaries, and some other smooth muscles, and are used to prevent or allay motion sickness, seasonal rhinitis, and allergic dermatitis and to induce somnolence. The effects of blocking central nervous system H1 receptors are not as well understood.
Agents that are used to treat allergic reactions. Most of these drugs act by preventing the release of inflammatory mediators or inhibiting the actions of released mediators on their target cells. (From AMA Drug Evaluations Annual, 1994, p475)
Absorption, Distribution and Excretion
Ophthalmic use of emedastine usually does not produce measurable plasma concentrations.
Following oral administration, approximately 44% of the total dose can be recovered in the urine over the 24-hour period, with only 3.6% of the dose excreted as unchanged form. Two primary metabolites, 5- and 6-hydroxyemedastine, are excreted in the urine as both free and conjugated forms.
응용 분야
용도Antihistaminic, H1-receptor; asthma prophylactic; anti-allergic.
상·하류 제품 정보
상류 원료
공급사50 곳
추가 설명
정의ChEBI: 1-Methyl-1,4-diazepane in which the hydrogen attached to the nitrogen at position 4 is substituted by a 1-(2-ethoxyethyl)-1H-benzimidazol-2-yl group. A relatively selective histamine H1 antagonist, it is used as the ifumatate salt for allergic rhinitis, urticaria, and pruritic skin disorders, and in eyedrops for the symptomatic relief of allergic conjuntivitis.
관련 반응
연결된 노트
불러오는 중…