트립타민
3-(2-아미노에틸)인돌 · 트립타민 · L-TRYPTAMINE · TRIPTAMINE · 1H-INDOLE-3-ETHANAMINE · TRYPTAMINE CAS 61-54-1 · 2-(1H-INDOL-3-YL)ETHANAMINE · 2-(1H-indol-3-yl)ethan-1-aMine hydrochloride
식별자 및 물리적 특성
| CAS No. | 61-54-1 |
|---|---|
| 분자식 | C10H12N2 |
| 평균 분자량 | 160.22 g/mol |
| 단동위원소 질량 | 160.10004838 g/mol |
| SMILES | NCCc1c[nH]c2ccccc12 |
| InChIKey | APJYDQYYACXCRM-UHFFFAOYSA-N |
| PubChem CID | 1150 |
| ChEMBL | CHEMBL6640 |
| ChEBI | CHEBI:16765 |
| EC No. | 200-510-5 |
| DTXSID | DTXSID2075340 |
| 현지명 | 트립타민 |
화학 및 물리적 성질
| XLogP | 1.6 |
|---|---|
| 극성 표면적 | 41.8 |
| 수소 결합 공여자 수 | 2 |
| 수소 결합 수용자 수 | 1 |
| 회전 가능 결합 수 | 2 |
| 무거운 원자 수 | 12 |
| 형식 전하 | 0 |
| 복잡도 | 147 |
| 의약품 | DEA NFLIS-Drug Category -> TryptaminesPharmaceuticals -> Listed in ZINC15 |
| SpringerMaterials Properties | Angular frequency |
| LogP(분배 계수) | 1.55 |
| 녹는점 | 114 - 119 °C113-116 °C (lit.) |
| Physical Description | Solid |
| Collision Cross Section | 128.42 Ų [M+H]+ [CCS Type: DTMethod: stepped-field]131.55 Ų [M-H]- [CCS Type: DTMethod: single field calibrated with Agilent tune mix (Agilent)]137.97 Ų [M+K]+ [CCS Type: TWMethod: calibrated with polyalanine and drug standards]124.4 Ų [M+H-H2O]+ [CCS Type: TW127.6 Ų [M+H]+ |
| 끓는 점 | 137 °C/0.15 mmHg (lit.) |
| 밀도 | 0.9787 (rough estimate) |
| 굴절률 | 1.6210 (estimate) |
| 인화점 | 185 °C |
| 저장 조건 | 2-8°C |
| 용해도 | 물: 20°C에서 용해성 1g/L |
| pKa(산도 계수) | 10.2(at 25℃) |
| 물리적 상태 | 수정 같은 |
| 색상 | 하얀색 |
| pH | 11.07 (10g/l, H2O, 24.7℃) |
| 용해도 | 무시할 만한 |
| Merck | 14,9796 |
| BRN | 125513 |
| 주요 응용 | 청소용품화장품음식 및 음료개인 위생 관리 |
| InChI | 1S/C10H12N2/c11-6-5-8-7-12-10-4-2-1-3-9(8)10/h1-4,7,12H,5-6,11H2 |
| InChIKey | APJYDQYYACXCRM-UHFFFAOYSA-N |
| SMILES | NCCc1c[nH]c2ccccc12 |
| NIST | 1H-Indole-3-ethanamine(61-54-1) |
| EPA | Tryptamine (61-54-1) |
화학적 성질
Tryptamine is a biogenic imine derived from the decarboxylation of tryptophan. It is a white to orange crystalline Powder, melting point 118°C (decomposition at 145-146°C). Soluble in ethanol and acetone, almost insoluble in ether, benzene, chloroform and water.
안전 및 규제
| GHS 분류 | This chemical does not meet GHS hazard criteria for 1.9% (1 of 52) of reports.WarningH315 (96.2%): Causes skin irritation [Warning Skin corrosion/irritation]P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 52 reports by companies from 9 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| 규제 정보 | Status: Active Update: 29-09-2014 https://echa.europa.eu/registration-dossier/-/registered-dossier/128031H-Indole-3-ethanamine: Does not have an individual approval but may be used under an appropriate group standard |
| Hazard Classes and Categories | Skin Irrit. 2 (96.2%) |
| 수질 위해 등급(WGK) | 3 |
| RTECS 번호 | NL4020000 |
| 관세 코드 | 29339990 |
| 위험 문구(R) | 20/21/22-36/37/38-41-37/38-22 |
| 위험 표시 | Xi |
| 안전 문구(S) | 24/25-36/37/39-36-26 |
| 위험 등급 | IRRITANTAcute Tox. 4 OralEye Dam. 1Skin Sens. 1A |
| 기존화학 물질 | KE-01371 |
| F 고인화성물질 | 8-23 |
| 저장 분류 | 11 - Combustible Solids |
용도
개요
Tryptamine is an indole alkaloid and intermediate in the biosynthesis of serotonin and the phytohormone melatonin in plants. It increases the levels of the terpenoid indole alkaloids ajmalicine, strictosidine, and catharanthine in cultures of C. roseus. Tryptamine is also a product of tryptophan metabolism in mammals. Tryptamine derivatives have been synthetically produced as hallucinogenic drugs of abuse that act on the serotonergic system.
용도
Tryptamine is a monoamine alkaloid found in plants. Tryptamine is commonly used in the preparation of biologically active compounds such as neurotransmitters and psychedelics.
일반 설명
Tryptamines which are usually found in plants, fungi, animals, etc. are categorized under the monoamine alkaloids class of compounds.
제조 및 합성 방법
제조 방법
Tryptamine, a monoamine alkaloid containing an indole ring structure is derived by the decarboxylation of amino acid tryptophan.The synthesis of tryptamines is typically conducted following a classic route starting with a Mannich reaction of an indole heterocycle, followed by quaternization of the amine, nucleophilic substitution with highly toxic cyanide and final reduction.