82789-18-2

Basic information

• Product Name: 1-PHENYL-2,3,4,9-TETRAHYDRO-1H-B-CARBOLINE-3-CARBOXYLIC ACID
• Synonyms: AKOS BC-3180;1-PHENYL-2,3,4,9-TETRAHYDRO-1H-B-CARBOLINE-3-CARBOXYLIC ACID;1-PHENYL-2,3,4,9-TETRAHYDRO-1H-BETA-CARBOLINE-3-CARBOXYLIC ACID;TIMTEC-BB SBB007371;TOSLAB 531077
• CAS NO: 82789-18-2
• Molecular Formula: C₁₈H₁₆N₂O₂
• Molecular Weight: 292.33
• Product Categories: pharmacetical
• Mol File: 82789-18-2.mol
• Article Data: 14

Chemical Properties

• Boiling Point: 553.5°Cat760mmHg
• Flash Point: 288.6°C
• Appearance: /
• Density: 1.321g/cm³
• Vapor Pressure: 4.35E-13mmHg at 25°C
• Refractive Index: 1.69
• CAS DataBase Reference: 1-PHENYL-2,3,4,9-TETRAHYDRO-1H-B-CARBOLINE-3-CARBOXYLIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 1-PHENYL-2,3,4,9-TETRAHYDRO-1H-B-CARBOLINE-3-CARBOXYLIC ACID(82789-18-2)
• EPA Substance Registry System: 1-PHENYL-2,3,4,9-TETRAHYDRO-1H-B-CARBOLINE-3-CARBOXYLIC ACID(82789-18-2)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 82789-18-2(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Journal of the American Chemical Society, 70, p. 219, 1948 DOI: 10.1021/ja01181a063

InChI:InChI=1/C18H16N2O2/c21-18(22)15-10-13-12-8-4-5-9-14(12)19-17(13)16(20-15)11-6-2-1-3-7-11/h1-9,15-16,19-20H,10H2,(H,21,22)

Upstream product

• 100-52-7 benzaldehyde 
• 54-12-6 Trp 
• 73-22-3 L-Tryptophan 
• 2835-06-5 phenylglycin 

Downstream Products

• 16765-79-0 1-phenyl-9H-pyrido[3,4-b]indole 
• 129201-77-0 2-t-butyl-5-phenyl-1,3-dioxo-6H-1,2,3,5,11,11a-hexahydroimidazo<1,5-b>-β-carboline 
• 374708-73-3 1-phenyl-β-carboline-3-carboxylic acid hydrazide 
• 81677-50-1 methyl 1-phenyl-β-carboline-3-carboxylate 
• 1375081-70-1 ethyl 1-phenyl-9H-pyrido [3,4-b]indole-3-carboxylate 
• 142272-76-2 ethyl 9-methyl-1-phenyl-9H-pyrido[3,4-b]indole-3-carboxylate 

Relevant articles and documents

Discovery of pyridoindole derivatives as potential inhibitors for phosphodiesterase 5A: in silico and in?vivo studies

The aim of this work was to synthesise derivatives from identified plant based pyridoindole lead scaffold, and to assess phosphodiesterase 5A inhibitory potential by in silico and in?vivo. Pyridoindole derivatives were synthesised by using six-stage reactor. In silico screening was carried out by grip-based docking methodology. In step-I, tryptophan as a starting material was reacted with different aldehydes and ketones to obtain 11 molecules. In step-II, obtained molecules were reacted with ethanol and benzyl alcohols to obtain D1 to D22 derivatives. In silico investigation resulted in best three molecules D12, D4 and D8 with promising BE score. Oral acute toxicity study of selected molecules resulted in LD50 value 500 mg/kg in rats. The result of in?vivo antihypertensive study shown that molecule D12 was found to be the best antihypertensive lead molecule. This study could be a best platform to tailor novel biomolecules for inhibiting phosphodiesterase 5A enzyme in hypertension management.

Organic base-promoted efficient dehydrogenative/decarboxylative aromatization of tetrahydro-β-carbolines into β-carbolines under air

Organic base DBN has been identified as an efficient reagent for promoting the dehydrogenative/decarboxylative aromatization of tetrahydro-β-carbolines under air atmosphere, to access the corresponding β-carbolines in moderate to good yields. The utility of this protocol for the gram-scale synthesis of β-carboline alkaloids eudistomin U (7) and harmane (10) has also been demonstrated.

A cephalotaxine with alkali compounds and in preventing the application of the litchi [...] mildew

The present invention discloses a harmine compound, wherein the chemical structure formula is represented by a formula (I), R1 is selected from phenyl, p-nitrophenyl, p-methoxyphenyl, 3,4,5-trimethoxyphenyl, p-trifluoromethylphenyl and p-chlorophenyl, R2