1-프로판아민,3-(10,11-다이하이드로-5H-다이벤조(a,d)사이클로헵텐-5-일리덴)-N,N-다이메틸-,하이드로클로라이드

Amitriptyline Hydrochloride

HCID 11065CAS 549-18-8

기본 정보

표준 SMILES
CN(C)CCC=C1c2ccccc2CCc2ccccc21.Cl
InChIKey
KFYRPLNVJVHZGT-UHFFFAOYSA-N
분자식
C20H24ClN
평균 분자량
313.9 g/mol
단동위원소 질량
313.1597275

이름 및 식별자

우선 이름
Amitriptyline Hydrochloride
IUPAC
N,N-dimethyl-3-(2-tricyclo[9.4.0.03,8]pentadeca-1(15),3,5,7,11,13-hexaenylidene)propan-1-amine;hydrochloride
현지명
1-프로판아민,3-(10,11-다이하이드로-5H-다이벤조(a,d)사이클로헵텐-5-일리덴)-N,N-다이메틸-,하이드로클로라이드
영어명
Amitriptyline hydrochloride
분자식
C20H24ClN
분자량
313.86

이름 및 동의어

Amitriptyline hydrochloride549-18-8Amitriptyline HClSyneudonEtravilNovoprotectAmitidAmitrilSaroten RetardNIH 10794DTXSID903318726LUD4JO9K
이름 더 보기
1-프로판아민,3-(10,11-다이하이드로-5H-다이벤조(a,d)사이클로헵텐-5-일리덴)-N,N-다이메틸-,하이드로클로라이드아미트리프틸린하이드로클로라이드아미트리프틸린하이드로클로라이드1-프로판아민,3-(10,11-다이하이드로-5H-다이벤조(a,d)사이클로헵텐-5-일리덴)-N,N-다이메틸-,하이드로클로라이드endepAmitriptyline Hydrochloride (200 mg)deprexNormalnAmiplindomicaletrafonsaroten
NSC-104210Amitriptylini hydrochloridum1-Propanamine, 3-(10,11-dihydro-5H-dibenzo(a,d)cyclohepten-5-ylidene)-N,N-dimethyl-, hydrochlorideDTXCID7013187NSC104210NSC1699101-propanamine, 3-(10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-ylidene)-N,N-dimethyl-, hydrochlorideCytriptyline

데이터베이스 식별자

CAS
549-18-8
PubChem CID
11065
DTXSID
DTXSID9033187
ChEMBL
CHEMBL1200964
ChEBI
CHEBI:2667
UNII
26LUD4JO9K
EC Number
208-964-6

물성

구조 계산 물성

극성 표면적
3.2 Ų
수소 결합 공여자 수
1
수소 결합 수용자 수
1
회전 가능 결합 수
3
무거운 원자 수
22

실험 및 물리화학적 성질

Solubility>47.1 [ug/mL] (The mean of the results at pH 7.4)
Collision Cross Section166.3 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

물리화학적 성질

녹는점
196 · 196-197°C
인화점
11 °C · 11 °C
저장 조건
2 · 2-8°C
용해도
2 O: · H2O: 용해성
물리적 상태
가루
산도 계수 (pKa)
9.4 · 9.4(at 25℃)

화학적 성질

White to Off-White Solid

안전 및 규제

GHS 분류

GHS Classification · 6건

This chemical does not meet GHS hazard criteria for 0.7% (1 of 136) of reports.

Danger

H301 (71.3%): Toxic if swallowed [Danger Acute toxicity, oral];H302 (27.9%): Harmful if swallowed [Warning Acute toxicity, oral];H318 (27.2%): Causes serious eye damage [Danger Serious eye damage/eye irritation];H319 (35.3%): Causes serious eye irritation [Warning Serious eye damage/eye irritation];H361 (25.7%): Suspected of damaging fertility or the unborn child [Warning Reproductive toxicity];H361d (13.2%): Suspected of damaging the unborn child [Warning Reproductive toxicity];H362 (26.5%): May cause harm to breast-fed children [Reproductive toxicity, effects on or via lactation];H370 (40.4%): Causes damage to organs [Danger Specific target organ toxicity, single exposure];H400 (72.1%): Very toxic to aquatic life [Warning Hazardous to the aquatic environment, acute hazard];H410 (72.8%): Very toxic to aquatic life with long lasting effects [Warning Hazardous to the aquatic environment, long-term hazard]

P203, P260, P263, P264, P264+P265, P270, P273, P280, P301+P316, P301+P317, P305+P351+P338, P305+P354+P338, P308+P316, P317, P318, P321, P330, P337+P317, P391, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 136 reports by companies from 21 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.;Reported as not meeting GHS hazard criteria per 1 of 136 reports by companies.;There are 20 notifications provided by 135 of 136 reports by companies with hazard statement code(s).;Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.

유해성 정보

Regulatory Information · 2건

Status: Active Update: 04-04-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/24044

Amitriptyline hydrochloride: Does not have an individual approval but may be used under an appropriate group standard

Other Safety Information · 1건

IMAP assessments - 1-Propanamine, 3-(10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-ylidene)-N,N-dimethyl-, hydrochloride: Human health tier I assessment;IMAP assessments - 1-Propanamine, 3-(10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-ylidene)-N,N-dimethyl-, hydrochloride: Environment tier I assessment

Hazard Classes and CategoriesAcute Tox. 3 (71.3%);Acute Tox. 4 (27.9%);Eye Dam. 1 (27.2%);Eye Irrit. 2 (35.3%);Repr. 2 (25.7%);Repr. 2 (13.2%);Lact. (26.5%);STOT SE 1 (40.4%);Aquatic Acute 1 (72.1%);Aquatic Chronic 1 (72.8%)

독성 정보

Treatment · 1건

Consider gastric lavage only if within one hour of a potentially fatal overdose. Give 50 grams of charcoal if within one hour of ingestion. Prolonged resuscitation may be successful in case of cardiac arrest. Give sodium bicarbonate in case of arrhythmias. (A311)

Health Effects · 1건

Some rare side effects include tinnitus, hypotension, mania, psychosis, heart block, arrhythmias, lip and mouth ulcers, extrapyramidal symptoms, depression, and hepatic toxicity.Amitriptyline exhibits strong anticholinergic activity, cardiovascular effects including orthostatic hypotension, changes in heart rhythm and conduction, and a lowering of the seizure threshold (A308, L1032).

Exposure RoutesOral (A308) Rapidly and well absorbed following oral administration (bioavailability is 30-60% due to first pass metabolism). Peak plasma concentrations occur 2-12 hours following oral or intramuscular administration.
Toxicity Summary · 1건

Amitriptyline is metabolized to nortriptyline which inhibits the reuptake of norepinephrine and serotonin almost equally. Amitriptyline inhibits the membrane pump mechanism responsible for uptake of norepinephrine and serotonin in adrenergic and serotonergic neurons. Pharmacologically this action may potentiate or prolong neuronal activity since reuptake of these biogenic amines is important physiologically in terminating transmitting activity. This interference with the reuptake of norepinephrine and/or serotonin is believed by some to underlie the antidepressant activity of amitriptyline.

Signs and Symptoms · 1건

Symptoms of overdose include abnormally low blood pressure, confusion, convulsions, dilated pupils and other eye problems, disturbed concentration, drowsiness, hallucinations, impaired heart function, rapid or irregular heartbeat, reduced body temperature, stupor, and unresponsiveness or coma. Side effects include: sedation, hypotension, blurred vision, dry mouth, constipation, urinary retention, postural hypotension, tachycardia, hypertension, ECG changes, heart failure, impaired memory and delirium, and precipitation of hypomanic or manic episodes in bipolar depression. Withdrawal symptoms include gastrointestinal disturbances, anxiety, and insomnia.

Carcinogen ClassificationNo indication of carcinogenicity to humans (not listed by IARC).

규제 정보

Regulatory Information · 2건

Status: Active Update: 04-04-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/24044

Amitriptyline hydrochloride: Does not have an individual approval but may be used under an appropriate group standard

안전 데이터

wgk
3
tsca
TSCA listed
rtecs
HO9450000
ridadr
UN 2811 6.1/PG 3
독성
LD50 in mice, rats (mg/kg): 350, 380 orally; 65, 75 i.p. (Tobe)
HS 번호
29214990

화학 및 산업

약리 정보

Metabolism/Metabolites · 1건

Amitriptyline is rapidly and well absorbed following oral administration. Exclusively hepatic, with first pass effect. Amitriptyline is demethylated in the liver to its primary active metabolite, nortriptyline. Route of Elimination: Virtually the entire dose is excreted as glucuronide or sulfate conjugate of metabolites, with little unchanged drug appearing in the urine. 25-50% of a single orally administered dose is excreted in urine as inactive metabolites within 24 hours. Small amounts are excreted in feces via biliary elimination. Half Life: 10 to 50 hours, with an average of 15 hours

FDA Pharmacological Classification · 4건

AMITRIPTYLINE HCL

Tricyclic Antidepressant [EPC]

AMITRIPTYLINE HYDROCHLORIDE

Tricyclic Antidepressant [EPC]

MeSH Pharmacological Classification · 3건

Substances that contain a fused three-ring moiety and are used in the treatment of depression. These drugs block the uptake of norepinephrine and serotonin into axon terminals and may block some subtypes of serotonin, adrenergic, and histamine receptors. However, the mechanism of their antidepressant effects is not clear because the therapeutic effects usually take weeks to develop and may reflect compensatory changes in the central nervous system.

A subclass of analgesic agents that typically do not bind to OPIOID RECEPTORS and are not addictive. Many non-narcotic analgesics are offered as NONPRESCRIPTION DRUGS.

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 depression, chronic pain, irritable bowel syndrome, sleep disorders, diabetic neuropathy, agitation and insomnia, and migraine prophylaxis.
General Manufacturing Information1-Propanamine, 3-(10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-ylidene)-N,N-dimethyl-, hydrochloride (1:1): INACTIVE
응용 분야 · 3건

개요Amitriptyline (hydrochloride) (CRM) (Item No. 19031) is a certified reference material categorized as a tricyclic antidepressant. This product is intended for analytical forensic applications. This product is also available as a general research tool .

용도Amitriptyline hydrochloride is a tricyclic antidepressant drug. Amitriptyline hydrochloride inhibits the norepinephrine and serotonin transporters but has a high affinity for α1-adrenergic, serotonin and muscarinic acetylcholine receptors.

일반 설명Amitriptyline, 3-(10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-ylidene)-N,N-dimethyl-1-propanamine hydrochloride,5-(3-dimethylaminopropylidene)-10,11-dihydro-5Hdibenzo[a,d]cycloheptene hydrochloride (Elavil), is one ofthe most anticholinergic and sedative of the TCAs. Becauseit lacks the ring-electron–enriching nitrogen atom ofimipramine, metabolic inactivation mainly proceeds not at theanalogous 2-position but at the benzylic 10-position (i.e.,toluene-like metabolism predominates). Because of the 5-exocyclic double bond, E- and Z-hydroxy isomers are producedby oxidation metabolism. Conjugation produces excretablemetabolites. As is typical of the dimethyl compounds,N-demethylation occurs, and nortriptyline is produced, whichhas a less anticholinergic, less sedative, and more stimulantaction than amitriptyline. Nortriptyline is a SNERI; thecomposite action of drug and metabolite is nonselective.

공급사50 곳

梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
HubeiwidelychemicaltechnologyCo.,Ltd18627774460 · [email protected]
湖北海克斯生化有限公司17362916295; 17362916295 · [email protected]
河北展药生物科技有限公司15369953316 +8615369953316 · [email protected]

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