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Atomoxetine Hydrochloride

HCID 54840
노트반응
기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
부분 구조 검색유사 구조 찾기

기본 정보

CAS
82248-59-7
표준 SMILES
CNCC[C@@H](Oc1ccccc1C)c1ccccc1.Cl
InChIKey
LUCXVPAZUDVVBT-UNTBIKODSA-N
분자식
C17H22ClNO
평균 분자량
291.8 g/mol
단동위원소 질량
291.138992

개요

Atomoxetine hydrochloride is the hydrochloride salt of atomoxetine. It has a role as an antidepressant and an adrenergic uptake inhibitor. It contains an atomoxetine.

이름 및 식별자

우선 이름
Atomoxetine Hydrochloride
IUPAC
(3R)-N-methyl-3-(2-methylphenoxy)-3-phenylpropan-1-amine;hydrochloride
영어명
Atomoxetine hydrochloride
분자식
C17H22ClNO
분자량
291.82

이름 및 동의어

Atomoxetine hydrochloride82248-59-7Atomoxetine HCLTOMOXETINE HYDROCHLORIDE(R)-Tomoxetine hydrochloride(R)-(-)-Tomoxetine hydrochlorideDTXSID2044266LY-139603Atomoxetine (as hydrochloride)57WVB6I2W0(-)-N-Methyl-3-phenyl-3-(o-tolyloxy)propylamine hydrochlorideNSC-759104
이름 더 보기
ATOMOXETINEStratteraATOMOXITINEAtomoxetine HCILY 139603LY 139603 HClAtazanavir HClAtomoxitine HCL
DTXCID0024266CHEBI:331697N-methyl-gamma-(2-methylphenoxy)benzenepropanamine hydrochloride(-)-N-methyl-3-phenyl-3-(o-tolyloxy)-propylamine hydrochlorideHCl, AtomoxetineRefChem:56722Hydrochloride, AtomoxetineATOMXETINE HYROCHLORIDE

데이터베이스 식별자

CAS
82248-59-7
PubChem CID
54840
DTXSID
DTXSID2044266
ChEMBL

물성

구조 계산 물성

극성 표면적
21.3 Ų
수소 결합 공여자 수
2
수소 결합 수용자 수
2
회전 가능 결합 수
6
무거운 원자 수
20
형식 전하
0
복잡도
237

실험 및 물리화학적 성질

Human Drugs · 2건

FDA approved drugs -> Active ingredient

FDA approved drugs -> Active ingredient

Collision Cross Section162.4 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

물리화학적 성질

녹는점
167 · 167-169°C
인화점
9 ℃ · 9℃
저장 조건
2 · 2-8°C
용해도
메탄올에 용해됨
물리적 상태
고체
산도 계수 (pKa)
10.13 · 10.13(at 25℃)
색상
흰색에서 거의 흰색
수용성
50 mM · Soluble to 50 mM in water with gentle warming
Merck
14 · 14,863
BCS Class
1 · 1
주요 응용
의약품(소분자)
InChI
InChI=1/C17H21NO.ClH/c1-14-8-6-7-11-16(14)19-17(12-13-18-2)15-9-4-3-5-10-15;/h3-11,17-18H,12-13H2,1-2H3;1H/t17-;/s3
InChIKey
LUCXVPAZUDVVBT-UNTBIKODSA-N
SMILES
O([C@H](CCNC)C1C=CC=CC=1)C1=CC=CC=C1C.Cl |&1:1,r|

안전 및 규제

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

GHS 분류

GHS Classification · 4건

Danger

H301 (70%): Toxic if swallowed [Danger Acute toxicity, oral]

P203, P260, P261, P262, P264, P264+P265, P270, P271, P273, P280, P284, P301+P316, P301+P317, P302+P352, P304+P340, P305+P351+P338, P305+P354+P338, P316, P317, P318, P319, P320, P321, P330, P337+P317, P361+P364, P391, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 10 reports by companies from 9 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

유해성 정보

Hazard Classes and CategoriesAcute Tox. 3 (70%)

독성 정보

Treatment · 1건

An airway should be established. Monitoring of cardiac and vital signs is recommended, along with appropriate symptomatic and supportive measures. Gastric lavage may be indicated if performed soon after ingestion. Activated charcoal may be useful in limiting absorption. Because atomoxetine is highly protein-bound, dialysis is not likely to be useful in the treatment of overdose. (L1712)

Exposure Routes · 1건

Atomoxetine is rapidly absorbed after oral administration, with absolute bioavailability of about 63% in EMs and 94% in PMs. Drugs that elevate gastric pH (magnesium hydroxide/aluminum hydroxide, omeprazole) have no effect on atomoxetine bioavailability. Absorption is minimally affected by food.

Toxicity Summary · 1건

The precise mechanism by which atomoxetine produces its therapeutic effects in Attention-Deficit/Hyperactivity Disorder (ADHD) is unknown, but is thought to be related to selective inhibition of the pre-synaptic norepinephrine transporter, as determined through in-vitro studies. Atomoxetine appears to have minimal affinity for other noradrenergic receptors or for other neurotransmitter transporters or receptors.

화학 및 산업

약리 정보

Metabolism/Metabolites · 1건

Atomoxetine is primarily metabolized by the CYP2D6 pathway to 4-hydroxyatomoxetine. 4-Hydroxyatomoxetine is equipotent to atomoxetine as an inhibitor of the norepinephrine transporter but circulates in plasma at much lower concentrations (1% of atomoxetine concentration in EMs and 0.1% of atomoxetine concentration in PMs). Half Life: 5 hours

FDA Pharmacological Classification · 2건

ATOMOXETINE HYDROCHLORIDE

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

MeSH Pharmacological Classification · 1건

Drugs that block the transport of adrenergic transmitters into axon terminals or into storage vesicles within terminals. The tricyclic antidepressants (ANTIDEPRESSIVE AGENTS, TRICYCLIC) and amphetamines are among the therapeutically important drugs that may act via inhibition of adrenergic transport. Many of these drugs also block transport of serotonin.

용도 및 제조

UsesFor the treatment of Attention-Deficit/Hyperactivity Disorder (ADHD) alone or in combination with behavioral treatment, as an adjunct to psychological, educational, social, and other remedial measures.
응용 분야 · 3건

개요Atomoxetine is the first non-stimulant marketed for the treatment of attention deficit hyperactivity disorder (ADHD). It is the R-stereoisomer of the racemate tomoxetine and is a selective and potent norepinephrine uptake inhibitor (Ki=0.7–1.9 nM) that is devoid of binding to monoamine receptor. It also has little effect on dopamine and serotonin reuptake or acetylcholine, H1 histamine, alpha1 or alpha1-adrenergic or dopamine receptors. It is prepared from racemic 1-phenylbut-3-en-1-ol via a selective enzymatic acylation leaving the desired S-stereoisomer as the alcohol. This alcohol is converted via a Mitsunobu reaction with ortho-cresol to the corresponding ether with isomeric R-configuration. Ozonolysis and reduction steps provided the terminal alcohol that is mesylated and displaced with methylamine. Its selectivity for norepinephrine relative to dopamine inhibition was demonstrated in vivo preclinically. In a two-lever (two condition) discriminative stimulus effect study in squirrel monkeys, tomoxetine and other norepinephrine uptake inhibitors substituted for cocaine under low-dose training conditions, whereas dopamine uptake inhibitors substituted for cocaine in both low and high-dose conditions. In clinical ADHD studies in adolescents, it was significantly different from placebo in 1.2 and 1.8 mpk/day dosing. In the clinical study in adults using the CAARS scale a 95 mg/day dose provided greater than 30% improvement in total scores. Atomoxetine is about 63% orally bioavailable, is highly protein bound (98%, primarily to albumin) and has a half-life of about 5.2 h. It is metabolized by CYP2D6 resulting in differential clearance for poor metabolizers (halflife of 19 h with a 10 times higher AUC) relative to extensive metabolizers. The total daily dose for children, adolescents and adults is a maximum of 100 mg/day. Common side effects in children and adults include nausea, decreased appetite, and dizziness. Adults may also have insomnia.

관련 반응

10건
반응 기록 만들기
HRID 1786827 반응식
HRID 1786827생성물로uspto-grants-2009_03
HRID 2099918 반응식
HRID 2099918생성물로uspto-grants-2009_08
HRID 2116842 반응식
HRID 2116842생성물로uspto-grants-2008_10
HRID 2116883 반응식
HRID 2116883생성물로uspto-grants-2008_10
HRID 2116884 반응식
HRID 2116884생성물로uspto-grants-2008_10
HRID 2116885 반응식
HRID 2116885생성물로uspto-grants-2008_10
HRID 2116886 반응식
HRID 2116886생성물로uspto-grants-2008_10
HRID 2116887 반응식
HRID 2116887생성물로uspto-grants-2008_10
1 / 2 페이지

화합물 노트

불러오는 중…

이 페이지에서기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
CHEMBL1702
ChEBI
CHEBI:331697
UNII
57WVB6I2W0
EC Number
629-925-3

화학적 성질

White Solid

Signs and SymptomsThe most commonly reported symptoms accompanying acute and chronic overdoses are somnolence, agitation, hyperactivity, abnormal behavior, and gastrointestinal symptoms.
Carcinogen ClassificationNo indication of carcinogenicity to humans (not listed by IARC).
Drug Induced Liver Injury · 6건

Drug Induced Liver Injury Rank (DILIrank 2.0)

Atomoxetine hydrochloride

vMost-DILI-concern

8

Warnings & precautions

DOI:10.1016/j.drudis.2016.02.015

안전 데이터

wgk
3
ridadr
UN1230 - class 3 - PG 2 - Methanol, solution
HS 번호
29221990
risk_code
11-23/24/25-39/23/24/25
hazard_code
F,T
safety_code
22-24/25-45-36/37-16-7
스토리지 클래스
11 - Combustible Solids

용도Atomoxetine hydrochloride, a Norepinephrine reuptake inhibitor, is used as a Psychotherapeutic and anti-depressant. These Secondary Standards are qualified as Certified Reference Materials. These are suitable for use in several analytical applications, including but not limited to pharma release testing, pharma method development for qualitative and quantitative analyses, food and beverage quality control testing, and other calibration requirements. Atomoxetine hydrochloride may be used as a pharmaceutical reference standard for determining atomoxetine hydrochloride in pharmaceutical formulations by spectrophotometric method.

일반 설명Atomoxetine hydrochloride is a nonstimulant used in the treatment of Attention-Deficit/Hyperactivity Disorder (ADHD) in children and adults.

상·하류 제품 정보

상류 원료

벤젠쿠밀라민

하류 제품

S-(+)-아토목세틴염산염

공급사100 곳

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추가 설명

정의ChEBI: The hydrochloride salt of atomoxetine.