5-Methoxytryptamine (HCID 1833)

개요

5-methoxytryptamine is a member of the class of tryptamines that is the methyl ether derivative of serotonin. It has a role as a 5-hydroxytryptamine 2B receptor agonist, a 5-hydroxytryptamine 2C receptor agonist, a 5-hydroxytryptamine 2A receptor agonist, an antioxidant, a serotonergic agonist, a neuroprotective agent, a radiation protective agent, a mouse metabolite, a cardioprotective agent and a human metabolite. It is a member of tryptamines, an aromatic ether and a primary amino compound. It is functionally related to a serotonin. It is a conjugate base of a 5-methoxytryptamine(1+).

이름 및 식별자

우선 이름: 5-Methoxytryptamine
IUPAC: 2-(5-methoxy-1H-indol-3-yl)ethanamine
현지명: 5-메톡시트립타민
영어명: 5-Methoxytryptamine
분자식: C11H14N2O
분자량: 190.24

이름 및 동의어

5-METHOXYTRYPTAMINE608-07-12-(5-Methoxy-1H-indol-3-yl)ethanamineMethoxytryptamineO-Methylserotonin3-(2-Aminoethyl)-5-methoxyindole5MOT1H-Indole-3-ethanamine, 5-methoxy-5-Mot2-(5-Methoxy-1H-Indol-3-Yl)Ethan-1-Amine5-MeOT5-methoxy-1H-indole-3-ethanamine

이름 더 보기

5-메톡시트립타민5-Methoxyindoleacetate2-(5-methoxy-1H-indol-3-yl)acetic acidMEXAMINEMelatonin Related CoMpound AMEXAMINE HYDROCHLORIDE5-METHOXYTRYPTAMINE HCL5-methoxy-1h-indole-3-ethanamin

3VMW6141KCDTXSID60209638NSC-56422CHEBI:20895 MethoxytryptamineMeksamineRefChem:103077DTXCID10132129

데이터베이스 식별자

CAS: 608-07-1
PubChem CID: 1833
DTXSID: DTXSID60209638
ChEMBL: CHEMBL8165
ChEBI: CHEBI:2089
UNII: 3VMW6141KC
EC Number: 210-153-7
Nikkaji: J7.009B

물성

구조 계산 물성

XLogP: 0.5
극성 표면적: 51 Å²
수소 결합 공여자 수: 2
수소 결합 수용자 수: 2
회전 가능 결합 수: 3
무거운 원자 수: 14
형식 전하: 0
복잡도: 186

실험 및 물리화학적 성질

Melting Point121.5 °C

Physical DescriptionSolid

Collision Cross Section · 3건

143.3 Å² [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

142.7 Å² [M+Na]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

141.18 Å² [M-H]- [CCS Type: DT; Method: single field calibrated with Agilent tune mix (Agilent)]

물리화학적 성질

녹는점: 121 · 121-123 °C (lit.)
끓는 점: 325.75 °C · 325.75°C (rough estimate)
밀도: 1.0815 · 1.0815 (rough estimate)
굴절률: 1.57 · 1.5700 (estimate)
저장 조건: 2 · 2-8°C
용해도: 클로로포름(약간 용해됨), 메탄올(약간 용해됨)
산도 계수 (pKa): 16.91 · 16.91±0.30(Predicted)
물리적 상태: 수정 같은
색상: 하얀색
Merck: 13 · 13,6032
BRN: 145587 · 145587
InChI: InChI=1S/C11H14N2O/c1-14-9-2-3-11-10(6-9)8(4-5-12)7-13-11/h2-3,6-7,13H,4-5,12H2,1H3
InChIKey: JTEJPPKMYBDEMY-UHFFFAOYSA-N
SMILES: N1C2=C(C=C(OC)C=C2)C(CCN)=C1
NIST: 5 · 5-Methoxytryptamine(608-07-1)

화학적 성질

White to tan crystalline powder

안전 및 규제

GHS 분류

GHS Classification · 5건

This chemical does not meet GHS hazard criteria for 2% (1 of 49) of reports.

Warning

H302 (95.9%): Harmful if swallowed [Warning Acute toxicity, oral]

P264, P270, P301+P317, P330, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 49 reports by companies from 5 notifications to the ECHA C&L Inventory.

유해성 정보

Regulatory InformationStatus: Active Update: 09-06-2017 https://echa.europa.eu/registration-dossier/-/registered-dossier/19684

Hazard Classes and CategoriesAcute Tox. 4 (95.9%)

안전 데이터

wgk: 3
rtecs: NL4110000
독성: LD50 intraperitoneal in mouse: 176mg/kg
HS 번호: 29339900
risk_code: 22-36/37/38-20/21/22
hazard_code: Xn
safety_code: 36-26
F 고인화성물질: 8
Hazard Classifications: Acute Tox. 4 Oral
스토리지 클래스: 11 - Combustible Solids

화학 및 산업

약리 정보

Metabolism/Metabolites5-methoxytryptamine has known human metabolites that include serotonin.

Tissue LocationsPlatelet

응용 분야 · 3건

개요5-Methoxytryptamine (5-MT), also known as mexamine, is a tryptamine derivative closely related to the neurotransmitters serotonin and melatonin. 5-MT has been shown to occur naturally in the body in low levels.It is biosynthesized via the deacetylation of melatonin in the pineal gland.The protective effect of 5-methoxytryptamine (a metabolite of melatonin) in human keratinocytes against ultraviolet B (UVB) radiation was studied.Melatonin and its metabolites ameliorate ultraviolet B-induced damage in human epidermal keratinocytes.

용도5-Methoxytryptamine (Mexamine, Methoxytryptamine) is a tryptamine derivative that is closely related to the neurotransmitter Melatonin (M215000) and Serotonin (S274980). It acts as a full agonist at the 5-HT1, 5-HT2, 5-HT4, 5-HT6, and 5-HT7 receptors but has no affinity for the 5-HT3 receptor.

일반 설명The protective effect of 5-methoxytryptamine (a metabolite of melatonin) in human keratinocytes against ultraviolet B (UVB) radiation was studied.

상·하류 제품 정보

하류 제품

2,3,4,9-tetrahydro-6-methoxy-1H-pyrido[3,4-b]indol-1-one 6-메톡시-1,2,3,4-테트라히드로-베타-카르볼린 6-methoxy-1-phenyl-2,3,4,9-tetrahydro-1H-beta-carboline 6-METHOXY-1 2 3 4-TETRAHYDRO-9H-PYRIDO-&N-(2-니트로페닐)-5-메톡시트립타민 N-[2-(5-Methoxy-1H-indole-3-yl)ethyl]-2-chloroacetamide 멜라토닌

공급사50 곳

国药集团化学试剂有限公司86-21-63210123 · [email protected]

北京华美互利生物化工010-56205725 · [email protected]

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]

黄冈赛康药业有限公司[email protected]

추가 설명 · 1건

정의ChEBI: 5-methoxytryptamine is a member of the class of tryptamines that is the methyl ether derivative of serotonin. It has a role as a serotonergic agonist, a human metabolite, a mouse metabolite, a 5-hydroxytryptamine 2A receptor agonist, a 5-hydroxytryptamine 2C receptor agonist, a 5-hydroxytryptamine 2B receptor agonist, an antioxidant, a radiation protective agent, a neuroprotective agent and a cardioprotective agent. It is a member of tryptamines, an aromatic ether and a primary amino compound. It derives from a serotonin. It is a conjugate base of a 5-methoxytryptamine(1+).