93650
Tryptamine hydrochloride
≥98.0% (AT)
Synonym(s):
2-(3-Indolyl)ethylamine hydrochloride, 3-(2-Aminoethyl)indole hydrochloride
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About This Item
Empirical Formula (Hill Notation):
C10H12N2 · HCl
CAS Number:
Molecular Weight:
196.68
MDL number:
EC Number:
206-446-4
UNSPSC Code:
12352100
PubChem Substance ID:
Beilstein/REAXYS Number:
3568419
InChI key
KDFBGNBTTMPNIG-UHFFFAOYSA-N
InChI
1S/C10H12N2.ClH/c11-6-5-8-7-12-10-4-2-1-3-9(8)10;/h1-4,7,12H,5-6,11H2;1H
SMILES string
Cl[H].NCCc1c[nH]c2ccccc12
assay
≥98.0% (AT)
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Application
Reactant for preparation of:
- Tryptamine derivatives as inhibitors against hepatitis B virus
- Carbamoyl epipodophyllotoxins as potential antitumor agents
- Anthranilic acid derivatives as CCK receptor antagonists
- Brassinin derivatives as indoleamine 2,3-dioxygenase inhibitors
- Antispasmodic agents
- β-carbolinium cations as new antimalarial agents
Biochem/physiol Actions
Vasoactive; may have a neuromodulator function.
Other Notes
Biogenic amine formed from the decarboxylation of tryptophan by L-aromatic amino acid decarboxylase.
Substrate for the assay of arylamine N-methyltransferase; and for the determination of monoamine oxidase activity in tissue homogenates
Regulatory Information
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Arylamine N-methyltransferase.
E S Lyon et al.
Methods in enzymology, 77, 263-266 (1981-01-01)
S.H. Snyder et al.
Methods in Enzymology, 17B, 741-741 (1971)
Xianrong Xing et al.
Biosensors & bioelectronics, 31(1), 277-283 (2011-11-15)
An imprinted electrochemical sensor based on polypyrrole-sulfonated graphene (PPy-SG)/hyaluronic acid-multiwalled carbon nanotubes (HA-MWCNTs) for sensitive detection of tryptamine was presented. Molecularly imprinted polymers (MIPs) were synthesized by electropolymerization using tryptamine as the template, and para-aminobenzoic acid (pABA) as the monomer.
Xiangbing Qi et al.
Journal of the American Chemical Society, 133(26), 10050-10053 (2011-06-16)
We report the first total synthesis of (±)-trigonoliimine C, a member of a family of structurally complex alkaloids, in 10 steps from tryptamine and 6-methoxytryptamine. Our convergent synthetic strategy relies on a selective oxidative rearrangement of an unsymmetrical 2,2'-bis-tryptamine.
6-halogenochromones bearing tryptamine: one-step access to potent and highly selective inhibitors of breast cancer resistance protein.
Glaucio Valdameri et al.
ChemMedChem, 7(7), 1177-1180 (2012-05-23)
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