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Protriptyline Hydrochloride

HCID 6603149
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기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
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기본 정보

CAS
1225-55-4
표준 SMILES
CNCCCC1c2ccccc2C=Cc2ccccc21.Cl
InChIKey
OGQDIIKRQRZXJH-UHFFFAOYSA-N
분자식
C19H22ClN
평균 분자량
299.8 g/mol
단동위원소 질량
299.1440774

개요

Protriptyline Hydrochloride is the hydrochloride salt form of protriptyline, a tricyclic secondary amine with antidepressant property. Protriptyline hydrochloride blocks the re-uptake of norepinephrine and serotonin by nerve terminals, thereby increasing available norepinephrine and serotonin. Protriptyline does not block dopamine transport but may have an indirect dopamine-facilitating effect through interactions of increased peri-synaptic abundance of norepinephrine, particularly in the cerebral cortex, where adrenergic terminals exceed dopaminergic terminals. This results in elevation of mood and behavioral activity. In addition, this agent exhibits anticholinergic activity.

이름 및 식별자

우선 이름
Protriptyline Hydrochloride
IUPAC
N-methyl-3-(2-tricyclo[9.4.0.03,8]pentadeca-1(15),3,5,7,9,11,13-heptaenyl)propan-1-amine;hydrochloride
영어명
Protriptyline hydrochloride
분자식
C19H22ClN
분자량
299.84

이름 및 동의어

Protriptyline hydrochloride1225-55-4Protriptyline HClConcordinMaximedTriptil hydrochlorideMK-240DTXSID8046951NSC-16991244665V00O8DTXCID6026951NSC169912
이름 더 보기
normethylex4442Propriptyline HClPropriptyline HCltriptilhydrochlorideProtirine hydrochlorideProtriptylin hydrochloride
CHEBI:8598Concordin-5Concordin-10RefChem:58089214-956-3TriptylProtriptyline (hydrochloride)Normethyl EX4442

데이터베이스 식별자

CAS
1225-55-4
PubChem CID
6603149
DTXSID
DTXSID8046951
ChEMBL
CHEMBL1200332
UNII
44665V00O8
EC Number
214-956-3

물성

구조 계산 물성

극성 표면적
12 Ų
수소 결합 공여자 수
2
수소 결합 수용자 수
1
회전 가능 결합 수
4
무거운 원자 수
21
형식 전하
0
복잡도
296

실험 및 물리화학적 성질

Solubility>45 [ug/mL] (The mean of the results at pH 7.4)
Human Drugs · 2건

FDA approved drugs -> Active ingredient

FDA approved drugs -> Active ingredient

물리화학적 성질

녹는점
169 · 169-171°
인화점
9 ℃ · 9℃
저장 조건
2 · 2-8°C
용해도
2 O: · H2O: 용해성50mg/mL
산도 계수 (pKa)
8.2 · 8.2(at 25℃)
물리적 상태
가루
색상
흰색에서 황백색까지
수용성
2 O: · H2O: 50mg/mL
안정성
흡습성
InChI
InChI=1S/C19H21N.ClH/c1-20-14-6-11-19-17-9-4-2-7-15(17)12-13-16-8-3-5-10-18(16)19;/h2-5,7-10,12-13,19-20H,6,11,14H2,1H3;1H
InChIKey
OGQDIIKRQRZXJH-UHFFFAOYSA-N
SMILES
C1(CCCNC)C2C=CC=CC=2C=CC2C=CC=CC1=2.Cl

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 2.4% (1 of 41) of reports.

Danger

H301 (97.6%): Toxic if swallowed [Danger Acute toxicity, oral]

P261, P264, P264+P265, P270, P271, P280, P301+P316, P302+P352, P304+P340, P305+P351+P338, P317, 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 41 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

유해성 정보

Hazard Classes and CategoriesAcute Tox. 3 (97.6%)

독성 정보

Treatment · 1건

Dry mouth, if severe to the point of causing difficulty speaking or swallowing, may be managed by dosage reduction or temporary discontinuation of the drug. Patients may also chew sugarless gum or suck on sugarless candy in order to increase the flow of saliva. Some artificial saliva products may give temporary relief. Men with prostate enlargement who take protriptyline may be especially likely to have problems with urinary retention. Symptoms include having difficulty starting a urine flow and more difficulty than usual passing urine. In most cases, urinary retention is managed with dose reduction or by switching to another type of antidepressant. In extreme cases, patients may require treatment with bethanechol, a drug that reverses this particular side effect. As management of overdose is complex and changing, it is recommended that the physician contact a poison control center for current information on treatment. Signs and symptoms of toxicity develop rapidly after tricyclic antidepressant overdose, therefore, hospital monitoring is required as soon as possible. (Wikipedia)

Health Effects · 1건

Protriptyline shares side effects common to all tricyclic antidepressants. The most frequent of these are dry mouth, constipation, urinary retention, increased heart rate, sedation, irritability, dizziness, decreased coordination, anxiety, blood disorders, confusion, decreased libido, dizziness, flushing, headache, impotence, insomnia, low blood pressure, nightmares, rapid or irregular heartbeat, rash, seizures, sensitivity to sunlight, stomach and intestinal problems. Other more complicated side effects include; chest pain or heavy feeling, pain spreading to the arm or shoulder, nausea, sweating, general ill feeling; sudden numbness or weakness, especially on one side of the body; sudden headache, confusion, problems with vision, speech, or balance; hallucinations, or seizure (convulsions); easy bruising or bleeding, unusual weakness; restless muscle movements in your eyes, tongue, jaw, or neck; urinating less than usual or not at all; extreme thirst with headache, nausea, vomiting, and weakness; or feeling light-headed or fainting. Deaths may occur from overdosage with this class of drugs. Multiple drug ingestion (including alcohol) is common in deliberate tricyclic antidepressant overdose. (Wikipedia)

화학 및 산업

약리 정보

Metabolism/MetabolitesRoute of Elimination: Cumulative urinary excretion during 16 days accounted for approximately 50% of the drug. The fecal route of excretion did not seem to be important.
FDA Pharmacological Classification · 2건

PROTRIPTYLINE HYDROCHLORIDE

Tricyclic Antidepressant [EPC]

MeSH Pharmacological Classification · 2건

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.

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.
응용 분야 · 2건

용도Monoamine reuptake inhibitor; tricyclic antidepressant.

일반 설명Protriptyline hydrochloride, N-methyl-5H-dibenzo[a,d]-cycloheptene-5-propylamine hydrochloride, 5-(3-methylaminopropyl)-5H-dibenzo[a,d]cycloheptene hydrochloride(Vivactil), like the other compounds under consideration, isan effective antidepressant. The basis for its chemical namingcan be seen by consulting the naming and the structureof imipramine. Protriptyline is a structural isomer of nortriptyline.Inactivation can be expected to involve the relativelylocalized double bond. Because it is a monomethylcompound, its sedative potential is low.

관련 반응

1건
반응 기록 만들기
HRID 2374820 반응식
HRID 2374820반응물로uspto-grants-2008_12

화합물 노트

불러오는 중…

이 페이지에서기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
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Exposure RoutesOral
Toxicity SummaryProtriptyline acts by decreasing the reuptake of norepinephrine and serotonin (5-HT).
Signs and SymptomsWithdrawal symptoms include gastrointestinal disturbances, anxiety, and insomnia.
Carcinogen ClassificationNo indication of carcinogenicity to humans (not listed by IARC).
Drug Induced Liver Injury · 6건

Drug Induced Liver Injury Rank (DILIrank 2.0)

Protriptyline hydrochloride

vNo-DILI-concern

0

No match

DOI:10.1016/j.drudis.2016.02.015

안전 데이터

wgk
3
rtecs
HP1400000
ridadr
3249
독성
dog,LDLo,oral,400mg/kg (400mg/kg),"Psychotropic Drugs and Related Compounds," 2nd ed., Usdin, E., and D.H. Efron, Washington, DC, 1972Vol. -, Pg. 88, 1972.
HS 번호
2921490002
risk_code
20/21/22-36/37/38-39/23/24/25-23/24/25-11
hazard_code
Xn,T,F
safety_code
26-36-45-36/37-16-7
포장분류
III
위험 등급
6.1(b)
Hazard Classifications
Acute Tox. 3 OralAcute Tox. 4 DermalAcute Tox. 4 InhalationEye Irrit. 2Skin Irrit. 2STOT SE 3
스토리지 클래스
6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects