304-54-1

Basic information

• Product Name: (+/-)-alpha-methyltryptamine
• Synonyms: ALPHA-METHYLTRYPTAMINE;(+-)-alpha-Methyl-1H-indole-3-ethanamine;1H-Indole-3-ethanamine, alpha-methyl-, (+-)- (9ci)
• CAS NO: 304-54-1
• Molecular Formula: C11H14N2
• Molecular Weight: 174.24
• Mol File: 304-54-1.mol
• Article Data: 32

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (+/-)-alpha-methyltryptamine(CAS DataBase Reference)
• NIST Chemistry Reference: (+/-)-alpha-methyltryptamine(304-54-1)
• EPA Substance Registry System: (+/-)-alpha-methyltryptamine(304-54-1)

Safety Data

• Hazardous Substances Data: 304-54-1(Hazardous Substances Data)

Usage

Synthesis Reference(s)

The Journal of Organic Chemistry, 51, p. 4294, 1986 DOI: 10.1021/jo00372a037

Upstream product

• 64252-02-4 3-(β-nitro-β-methylvinyl)indole 
• 4771-72-6 α-methyl-β-(3-indolyl)-1-nitroethane 
• 487-89-8 Indole-3-carboxaldehyde 
• 22693-51-2 3-(2-nitroprop-1-en-1-yl)-1H-indole 
• 120-72-9 indole 
• 1201-26-9 3-(1H-indolyl)acetone 
• 299-26-3 1-(1H-indol-3-yl)propan-2-amine 
• 371-27-7 2,2,2-trifluoroethylbutyrate 
• 113997-60-7 (S)-1-(1H-indol-3-yl)-N-((R)-1-phenylethyl)propan-2-amine 
• 113997-59-4 (S,S)-N-α-phenetyl-1-indol-3-yl-2-aminopropane 
• 108-20-3 di-isopropyl ether 
• 61535-48-6 C₂₆H₂₆N₂O₅S 
• 3938-96-3 ethyl 2-methoxyacetate 
• 113997-58-3 (R)-1-(1H-indol-3-yl)-N-((R)-1-phenylethyl)propan-2-amine 

Downstream Products

• 86995-94-0 1-Indolyl-3-isopropylmethylpropargylamine 
• 1193314-21-4 (1R,3S)-5'-chloro-3-methyl-2,3,4,9-tetrahydrospiro[β-carboline-1,3'-indol]-2'(1'H)-one 
• 1292798-84-5 (R)-N-[1-(1H-indol-3-yl)propan-2-yl]-2-methoxyacetamide 
• 7795-51-9 (+)-alpha-Methyltryptamine 
• 1612181-94-8 6-(3-chloro-2-methylphenyl)-4-N-[1-(1H-indol-3-yl)propan-2-yl]pyrimidine-2,4-diamine 
• 1639042-08-2 (E)-3-(3,5-difluoro-4-((1R,3R)-2-(2-fluoro-2-methyl-propyl)-3-methyl-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indol-1-yl)phenyl)acrylic acid 

Relevant articles and documents

Stereoselective Cascade to C3-Methylated Strictosidine Derivatives Employing Transaminases and Strictosidine Synthases

(S)-Strictosidine represents the first key intermediate in the biosynthesis of several pharmaceutically relevant monoterpenoid indole alkaloids. Optically pure C3-methyl-substituted strictosidine derivatives were prepared by setting up the two stereogenic centers at the β-carboline core via two enzymatic steps catalyzed by the enzymes transaminase and strictosidine synthase in a one-pot cascade fashion. The two enzymatic steps were performed simultaneously as well as in a stepwise fashion. The amination of the prochiral ketones led to optically pure amines with up to >98% enantiomeric excess. Depending on the enzyme used, the (S)- and (R)-enantiomers were prepared in most cases. Selected amines were then condensed with secologanin in a Pictet-Spengler reaction catalyzed by strictosidine synthase leading to diastereomerically pure products (>98% diastereomeric excess).

Guanidine-containing compound as well as preparation method and application thereof

The invention discloses a cyanoguanidine-containing compound as well as a preparation method and application thereof. The invention also discloses a composition containing the cyanoguanidine-structured compound (I) or a pharmaceutically acceptable salt thereof and a pharmaceutically acceptable carrier. The invention also discloses application thereof in preparation of analgesic drugs. The compounds of the invention are useful in the treatment of various pain.

Preparation method of chiral alpha-methyl arylethylamine

The invention provides a preparation method of chiral alpha-methyl arylethylamine, and relates to the technical field of organic synthesis medicines. Boc-amino acid methyl ester is used as an initial raw material, Boc-amino alcohol is obtained through reduction, Boc-amino alcohol reacts with thionyl chloride and is oxidized through sodium periodate to obtain a sulfonamide compound, and then the sulfonamide compound is reduced through sodium borohydride promoted by lewis acid and a protecting group is removed under the acidic condition to obtain a target compound. According to the method, raw materials are cheap and easy to obtain, a single optical isomer product is obtained by using chiral raw materials, the problem of column chromatography resolution is solved, generation of a large amount of solid wastes and isomers is avoided, atom economy is improved, the product purity is high, the yield is high, and the production cost is effectively reduced. In addition, the mild reduction system is used for replacing the original high-pressure hydrogenation reaction, the process operation is relatively simple, and the method is more suitable for large-scale industrial production.