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Venlafaxine Hydrochloride

HCID 62923
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기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
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기본 정보

CAS
99300-78-4
표준 SMILES
COc1ccc(C(CN(C)C)C2(O)CCCCC2)cc1.Cl
InChIKey
QYRYFNHXARDNFZ-UHFFFAOYSA-N
분자식
C17H28ClNO2
평균 분자량
313.9 g/mol
단동위원소 질량
313.1808568

개요

Venlafaxine Hydrochloride is a synthetic ethyl-cyclohexanol derivative used for the treatment of depression, Venlafaxine Hydrochloride is metabolized to O-desmethylvenlafaxine, which potentiates CNS activity. Both venlafaxine and its active metabolite inhibit neuronal reuptake of norepinephrine, dopamine, and serotonin. (NCI04)

이름 및 식별자

우선 이름
Venlafaxine Hydrochloride
IUPAC
1-[2-(dimethylamino)-1-(4-methoxyphenyl)ethyl]cyclohexan-1-ol;hydrochloride
영어명
Venlafaxine hydrochloride
분자식
C17H28ClNO2
분자량
313.86

이름 및 동의어

Venlafaxine hydrochloride99300-78-4VENLAFAXINE HClEffexor XRVandralWy-45030Wy 450301-(2-(Dimethylamino)-1-(4-methoxyphenyl)ethyl)cyclohexanol hydrochlorideVenlafaxine (as hydrochloride)Wy-45,030DTXSID8047397Sila Venlafaxine
이름 더 보기
D,L-VENLAFAXINED,L-VENLAFAXINE, HYDROCHLORIDEVexorVenliftAKOS 92111VENLAFAXINEHCLVenlaffaxine HCLVenlafaxine HCL APIVENLAFAXINE HCI, 99%
7D7RX5A8MO1-[2-(dimethylamino)-1-(4-methoxyphenyl)ethyl]cyclohexanol hydrochlorideNSC-745751Venlafaxine HCL ERHydrochloride, VenlafaxineCyclohexanol, 1-(2-(dimethylamino)-1-(4-methoxyphenyl)ethyl)-, hydrochlorideDTXCID6027397CHEBI:9944

데이터베이스 식별자

CAS
99300-78-4
PubChem CID
62923
DTXSID
DTXSID8047397
ChEMBL

물성

구조 계산 물성

극성 표면적
32.7 Ų
수소 결합 공여자 수
2
수소 결합 수용자 수
3
회전 가능 결합 수
5
무거운 원자 수
21
형식 전하
0
복잡도
279

실험 및 물리화학적 성질

Human Drugs · 2건

FDA approved drugs -> Active ingredient

FDA approved drugs -> Active ingredient

물리화학적 성질

녹는점
207 · 207-209°C
인화점
9 ℃ · 9℃
저장 조건
2 · 2-8°C
용해도
2 O: · H2O: >10mg/mL
물리적 상태
가루
색상
하얀색
수용성
100 mMDMSO: · water: 100mMDMSO: 50mM
Merck
14 · 14,9946
BCS Class
1 · 1
주요 응용
의약품(소분자)
InChI
InChI=1S/C17H27NO2.ClH/c1-18(2)13-16(17(19)11-5-4-6-12-17)14-7-9-15(20-3)10-8-14;/h7-10,16,19H,4-6,11-13H2,1-3H3;1H
InChIKey
QYRYFNHXARDNFZ-UHFFFAOYSA-N
SMILES
OC1(CCCCC1)C(C1=CC=C(OC)C=C1)CN(C)C.[H]Cl
EPA
1 · Cyclohexanol, 1-[2-(dimethylamino)-1-(4-methoxyphenyl)ethyl]-, hydrochloride (1:1 (99300-78-4)

화학적 성질

안전 및 규제

안전 정보는 참고용이며, 공급업체의 물질안전보건자료(SDS), 관련 법규 및 전문가 평가를 대체하지 않습니다.

GHS 분류

GHS Classification · 5건

This chemical does not meet GHS hazard criteria for 0.9% (1 of 113) of reports.

Warning

H302 (15.9%): Harmful if swallowed [Warning Acute toxicity, oral]

P264, P264+P265, P270, P280, P301+P317, P305+P351+P338, P330, P337+P317, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 113 reports by companies from 15 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

유해성 정보

Regulatory InformationREACH registered substance: 1-[2-(dimethylamino)-1-(4-methoxyphenyl)ethyl]cyclohexan-1-ol hydrochloride (EC: 619-421-1)
Hazard Classes and CategoriesAcute Tox. 4 (15.9%)

독성 정보

Treatment · 1건

Treatment should consist of those general measures employed in the management of overdosage with any antidepressant. Ensure an adequate airway, oxygenation, and ventilation. Monitor cardiac rhythm and vital signs. General supportive and symptomatic measures are also recommended. Induction of emesis is not recommended. Gastric lavage with a large bore orogastric tube with appropriate airway protection, if needed, may be indicated if performed soon after ingestion or in symptomatic patients. Activated charcoal should be administered. Due to the large volume of distribution of this drug, forced diuresis, dialysis, hemoperfusion, and exchange transfusion are unlikely to be of benefit. No specific antidotes for venlafaxine are known. (L1712)

Exposure RoutesOral. Venlafaxine is well absorbed. Food does not effect the absorption of venlafaxine or its subsequent metabolism into ODV. Bioavailability is 45% following oral administration. Time to steady state = 3 days.

화학 및 산업

약리 정보

Metabolism/Metabolites · 1건

Undergoes extensive first pass metabolism in the liver to its major, active metabolite, ODV, and two minor, less active metabolites, N-desmethylvenlafaxine and N,O-didesmethylvenlafaxine. Formation of ODV is catalyzed by cytochrome P450 (CYP) 2D6, whereas N-demethylation is catalyzed by CYP3A4, 2C19 and 2C9. ODV possesses antidepressant activity that is comparable to that of venlfaxine. Route of Elimination: Renal elimination of venlafaxine and its metabolites is the primary route of excretion. Approximately 87% of a venlafaxine dose is recovered in the urine within 48 hours as either unchanged venlafaxine (5%), unconjugated ODV (29%), conjugated ODV (26%), or other minor inactive metabolites (27%). Half Life: 5 hours

FDA Pharmacological Classification · 6건

VENLAFAXINE HCL

Serotonin Uptake Inhibitors [MoA]; Serotonin and Norepinephrine Reuptake Inhibitor [EPC]; Norepinephrine Uptake Inhibitors [MoA]

VENLAFAXINE HCL ER

Serotonin and Norepinephrine Reuptake Inhibitor [EPC]; Serotonin Uptake Inhibitors [MoA]; Norepinephrine Uptake Inhibitors [MoA]

VENLAFAXINE HYDROCHLORIDE

Serotonin Uptake Inhibitors [MoA]; Serotonin and Norepinephrine Reuptake Inhibitor [EPC]; Norepinephrine Uptake Inhibitors [MoA]

MeSH Pharmacological Classification · 2건

Drugs that selectively block or suppress the plasma membrane transport of SEROTONIN and NORADRENALINE into axon terminals and are used as ANTIDEPRESSIVE AGENTS.

A structurally and mechanistically diverse group of drugs that are not tricyclics or monoamine oxidase inhibitors. The most clinically important appear to act selectively on serotonergic systems, especially by inhibiting serotonin reuptake.

용도 및 제조

Uses · 1건

For the management of major depressive disorder (MDD), generalized anxiety disorder (GAD), social anxiety disorder (social phobia), panic disorder with or without agoraphobia, vasomotor symptoms in women with breast cancer and in postmenopausal women, and neuropathic pain.

관련 반응

12건
반응 기록 만들기
HRID 13747 반응식
HRID 13747생성물로uspto-grants-2010_06
HRID 20621 반응식
HRID 20621생성물로uspto-grants-2010_06
HRID 219490 반응식
HRID 219490반응물로uspto-grants-2012_06
HRID 333518 반응식
HRID 333518반응물로uspto-grants-2014_11
HRID 403103 반응식
HRID 403103반응물로uspto-grants-2014_06
HRID 584143 반응식
HRID 584143생성물로uspto-grants-2005_08
HRID 659915 반응식
HRID 659915반응물로uspto-grants-2011_12
HRID 1496676 반응식
HRID 1496676반응물로uspto-grants-2015_12
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화합물 노트

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CHEMBL1201066
UNII
7D7RX5A8MO
EC Number
619-421-1

White Crystalline Powder

Toxicity Summary · 1건

The exact mechanism of action of venlafaxine is unknown, but appears to be associated with the its potentiation of neurotrasmitter activity in the CNS. Venlafaxine and its active metabolite, O-desmethylvenlafaxine (ODV), inhibit the reuptake of both serotonin and norepinephrine with a potency greater for the 5-HT than for the NE reuptake process. Both venlafaxine and the ODV metabolite have weak inhibitory effects on the reuptake of dopamine but, unlike the tricyclics and similar to SSRIs, they are not active at histaminergic, muscarinic, or alpha(1)-adrenergic receptors.

Signs and SymptomsMost patients overdosing with venlafaxine develop only mild symptoms. However, severe toxicity is reported with the most common symptoms being CNS depression, serotonin toxicity, seizure, or cardiac conduction abnormalities.
Carcinogen ClassificationNo indication of carcinogenicity to humans (not listed by IARC).
Drug Induced Liver Injury · 6건

Drug Induced Liver Injury Rank (DILIrank 2.0)

Venlafaxine hydrochloride

vLess-DILI-concern

7

Adverse reactions

DOI:10.1016/j.drudis.2016.02.015

안전 데이터

wgk
3
rtecs
GV8872760
ridadr
UN1230 - class 3 - PG 2 - Methanol, solution
HS 번호
29225090
risk_code
36/37/38-36-39/23/24/25-23/24/25-11
hazard_code
Xi,T,F
safety_code
26-37/39-45-36/37-16-7
Hazard Classifications
Aquatic Chronic 2
스토리지 클래스
11 - Combustible Solids
응용 분야 · 3건

개요Venlafaxine hydrochloride, a novel phenethylamine derivative, was introduced in the U.S.A. as an antidepressant. Venlafaxine is reported to be the first in the class of the second-generation of antidepressants with dual serotonidnorepinephrine reuptake inhibitory activity. Venlafaxine lacks any affinity for muscarinic, cholinergic, histaminergic and noradrenergic receptors and therefore, has an unusually favorable side effect profile compared with classical tricyclic antidepressants and shows less cardiotoxicity. In addition, venlafaxine has a rapid onset of action that makes it unique among the antidepressant agents. Other indications for venlafaxine include the treatment of obsessive and panic disorders, and obesity. Both enantiomers of venlafaxine were reported to have similar biological activity.

용도A selective serotonin noradrenaline reuptake inhibitor. Used as an antidepressant

일반 설명A Certified Snap-N-Spike Solution suitable for many LC/MS and GC/MS applications from forensic or clinical toxicology analysis to urine drug testing. Also known by the brand name Effexor, venlafaxine is an SNRI antidepressant approved for the treatment of major depressive and general anxiety disorders.

상·하류 제품 정보

상류 원료

(4-메톡시페닐)아세토나이트릴노르말헥산테트라부틸암모늄 브로마이드포르말린개미산니켈염산메틸알콜수산화나트륨사이클로헥사논이소프로필알코올암모니아(가스)부틸리튬로듐