1-methyl-9H-pyrido[3,4-b]indole-3-carboxylic acid

Base Information

• Chemical Name: 1-methyl-9H-pyrido[3,4-b]indole-3-carboxylic acid
• CAS No.: 22329-38-0
• Molecular Formula: C13H10 N2 O2
• Molecular Weight: 226.235
• Hs Code.: 2915900090
• DSSTox Substance ID: DTXSID30176868
• Nikkaji Number: J1.193.680F
• Wikidata: Q83047198
• Metabolomics Workbench ID: 140125
• ChEMBL ID: CHEMBL504850
• Mol file: 22329-38-0.mol

Synonyms:1-MBCCA;1-methyl-beta-carboline-3-carboxylic acid

Chemical Property of 1-methyl-9H-pyrido[3,4-b]indole-3-carboxylic acid

Chemical Property:

• Vapor Pressure: 1.19E-11mmHg at 25°C
• Boiling Point: 520.3°Cat760mmHg
• Flash Point: 268.5°C
• PSA: 65.98000
• Density: 1.431g/cm³
• LogP: 2.72270
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 226.074227566
• Heavy Atom Count: 17
• Complexity: 321

Purity/Quality:

98%min ^*data from raw suppliers

1-Methyl-9H-beta-carboline-3-carboxylic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C2C(=CC(=N1)C(=O)O)C3=CC=CC=C3N2
• Uses: Harman-3-carboxylic acid is part of a group of canthinone alkaloids used as novel protein tyrosine phosphatase 1B inhibitors as potential therapy for diabetes.

Technology Process of 1-methyl-9H-pyrido[3,4-b]indole-3-carboxylic acid

There total 17 articles about 1-methyl-9H-pyrido[3,4-b]indole-3-carboxylic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 97.0%

1-methyl-β-carboline-3-carboxylic acid methyl ester (16641-82-0) → harman-3-carboxylic acid (22329-38-0)

Guidance literature:

1-methyl-β-carboline-3-carboxylic acid methyl ester; With water; sodium hydroxide; In methanol; for 2h; Reflux;

In methanol; water; pH=8;

DOI:10.3390/molecules15117775

Reference yield: 85.0%

9-Methoxymethyl-1-methyl-9H-β-carboline-3-carboxylic acid (186816-24-0) → harman-3-carboxylic acid (22329-38-0)

Guidance literature:

With formic acid; for 12h; Heating;

DOI:10.1016/S0040-4039(97)82962-0

Reference yield: 82.0%

ethyl 1-methyl-9H-pyrido[3,4-b]indole-3-carboxylateyl-2,3,4,9-tetrahydro-1Hpyrido[3,4-b]indole-3-carboxylate (33821-71-5) → harman-3-carboxylic acid (22329-38-0)

Guidance literature:

With sodium hydroxide; for 6h; Reflux;

DOI:10.1021/jf404840x

upstream raw materials:

1-methyl-β-carboline-3-carboxylic acid methyl ester

9-Methoxymethyl-1-methyl-9H-β-carboline-3-carboxylic acid

(3S)-1-methyl-1,2,3,4-tetrahydro-β-carboline-3-carboxylic acid

L-Tryptophan

Downstream raw materials:

harmane

(1-methyl-9H-pyrido[3,4-b]indol-3-yl)methanol

1-methyl-9H-pyrido[3,4-b]indole-3-carbaldehyde