CID 4264556

Base Information

• Chemical Name: CID 4264556
• CAS No.: 5470-37-1
• Molecular Formula: C₁₃H₁₄N₂O₂
• Molecular Weight: 230.266
• Mol file: 5470-37-1.mol

Synonyms:

Chemical Property of CID 4264556

Chemical Property:

• Melting Point: 242-243 °C (decomp)
• Boiling Point: 488°Cat760mmHg
• PKA: 2.29±0.40(Predicted)
• Flash Point: 248.9°C
• PSA: 65.12000
• Density: 1.301g/cm³
• LogP: 2.15660
• Storage Temp.: −20°C
• Solubility.: Methanol (Slightly, Heated)
• XLogP3: -0.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 230.105527694
• Heavy Atom Count: 17
• Complexity: 315

Purity/Quality:

99%, ^*data from raw suppliers

1-Methyl-2,3,4,9-tetrahydro-1H-β-carboline-3-carboxylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1C2=C(CC([NH2+]1)C(=O)[O-])C3=CC=CC=C3N2
• Uses: Reactant involved in synthesis of molecules for biological studies including:? ;Cytotoxicity and insecticidal activities of harmine derivatives1? ;Isoquinolines, β-carbolines, and 3-deazapurines via oxidative decarboxylation2? ;Cytotoxic evaluation of 1,3-di- and 1,3,9-trisubstituted β-carbolines3 Reactant involved in synthesis of molecules for biological studies including:Cytotoxicity and insecticidal activities of harmine derivativesIsoquinolines, β-carbolines, and 3-deazapurines via oxidative decarboxylationCytotoxic evaluation of 1,3-di- and 1,3,9-trisubstituted β-carbolines

Technology Process of CID 4264556

There total 5 articles about CID 4264556 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: 90.0%

acetaldehyde (75-07-0,9002-91-9) + L-Tryptophan (73-22-3,27732-43-0,80206-30-0,27813-82-7) → 1-methyl-1,2,3,4-tetrahydro-9H-pyrido[3,4-b]indole-3-carboxylic acid (5470-37-1,40678-46-4,42438-72-2,96149-76-7,98718-62-8,114497-71-1,143396-05-8,827304-63-2)

Guidance literature:

acetaldehyde; L-Tryptophan; With hydrogenchloride; In water; at 20 ℃; for 12h;

With sodium hydroxide; In water; pH=8; Heating;

DOI:10.3390/molecules15117775

Reference yield: 66.2%

acetonitrile (75-05-8,26809-02-9) + Trp (54-12-6,27732-43-0,80206-30-0,27813-82-7) → 1-methyl-1,2,3,4-tetrahydro-9H-pyrido[3,4-b]indole-3-carboxylic acid (5470-37-1,40678-46-4,42438-72-2,96149-76-7,98718-62-8,114497-71-1,143396-05-8,827304-63-2)

Guidance literature:

With hydrogen; nickel; acetic acid; at 100 ℃; for 8h; under 15001.5 Torr;

Reference yield: 66.0%

acetaldehyde (75-07-0,9002-91-9) + Trp (54-12-6,27732-43-0,80206-30-0,27813-82-7) → 1-methyl-1,2,3,4-tetrahydro-9H-pyrido[3,4-b]indole-3-carboxylic acid (5470-37-1,40678-46-4,42438-72-2,96149-76-7,98718-62-8,114497-71-1,143396-05-8,827304-63-2)

Guidance literature:

With sulfuric acid; 1) 60 deg C, 1 h 2) reflux, 1.5 h;

DOI:10.1002/jhet.5570170336

upstream raw materials:

acetaldehyde

Trp

L-Tryptophan

2-oxopropanal

Downstream raw materials:

1-methyl-1,2,3,4-tetrahydro-β-carboline-3-carboxylic acid methyl ester

harmane

9-(3-phenylpropyl)-1-methyl-β-carboline-3-carboxaldehyde

9-benzyl-1-methyl-β-carboline-3-carboxaldehyde

Refernces

• 1、 Mali, Dipak P.,Gaikwad, Dinanath T.,Bhatia, Manish S.,Bhatia, Neela M.. "Discovery of pyridoindole derivatives as potential inhibitors for phosphodiesterase 5A: in silico and in?vivo studies". . . Retrieved 2021/05/27.
• 2、 Ling, Yong,Gao, Wei-Jie,Ling, Changchun,Liu, Ji,Meng, Chi,Qian, Jianqiang,Liu, Siqun,Gan, Huiling,Wu, Hongmei,Tao, Jinhua,Dai, Hong,Zhang, Yanan. "β-Carboline and N-hydroxycinnamamide hybrids as anticancer agents for drug-resistant hepatocellular carcinoma". . p. 515 - 526. Retrieved 2019/03/08.