72002-54-1

Basic information

• Product Name: D-1,2,3,4-tetrahydronorharmane-3-carboxylic acid
• Synonyms: D-1,2,3,4-tetrahydronorharmane-3-carboxylic acid;D-1,2,3,4-Tetrahydro-9H-pyrido[3,4-b]indole-3-carb;(R)-2,3,4,9-Tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylic acid;H-D-Tpi-OH, D-Tryptoline-3-carboxylic acid, D-1,2,3,4-Tetrahydro-9H-pyrido[3,4-b]indole-3-carboxylic acid, D-1,2,3,4-Tetrahydro-b-carboline-3-carboxylic acid;1H-Pyrido[3,4-b]indole-3-carboxylicacid, 2,3,4,9-tetrahydro-, (3R)-
• CAS NO: 72002-54-1
• Molecular Formula: C₁₂H₁₂N₂O₂
• Molecular Weight: 216.239
• Mol File: 72002-54-1.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 485 °C at 760 mmHg
• Flash Point: 247.1 °C
• Appearance: /
• Density: 1.377
• Storage Temp.: Store at 0-5°C
• CAS DataBase Reference: D-1,2,3,4-tetrahydronorharmane-3-carboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: D-1,2,3,4-tetrahydronorharmane-3-carboxylic acid(72002-54-1)
• EPA Substance Registry System: D-1,2,3,4-tetrahydronorharmane-3-carboxylic acid(72002-54-1)

Safety Data

• Hazardous Substances Data: 72002-54-1(Hazardous Substances Data)

Usage

General Description

D-1,2,3,4-tetrahydronorharmane-3-carboxylic acid is a chemical compound with potential neuroactive properties. It is a derivative of the neurotransmitter serotonin and is found in the human brain. Studies have suggested that this compound may play a role in various neurological and psychiatric conditions, including Parkinson's disease and depression. Research has also indicated that D-1,2,3,4-tetrahydronorharmane-3-carboxylic acid may have an impact on mood regulation and cognitive function. Further investigation into the potential therapeutic applications of this compound is ongoing in the field of neuropharmacology.

Upstream product

• 50-00-0 formaldehyd 
• 153-94-6 D-tryptophan 
• 81075-61-8 (R)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylic acid methyl ester 
• 36760-44-8 (R)-2-amino-3-(1H-indol-3-yl)propanoic acid hydrochloride 
• 73-22-3 L-tryptophan 

Downstream Products

• 123910-26-9 (R)-2-(tert-butoxycarbonyl)-2,3 ,4,9-tetrahydro-1 H-pyrido [3,4-b] indole-3-carboxylic acid 
• 81075-61-8 (R)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylic acid methyl ester 
• 1346787-59-4 (R)-callophycin A 
• 1346787-56-1 (R)-methyl 2-(4-hydroxybenzyl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylate 
• 1346787-52-7 (R)-methyl 2-(4-(benzyloxy)benzyl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylate 
• 1346787-26-5 (R)-2-benzyl-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylic acid 
• 1319746-94-5 (S)-2-tosyl-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylic acid 
• 1346787-05-0 (R)-2-tosyl-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylic acid 

Relevant articles and documents

Design, synthesis, and anti-proliferative evaluation of 1: H -1,2,3-triazole grafted tetrahydro-β-carboline-chalcone/ferrocenylchalcone conjugates in estrogen responsive and triple negative breast cancer cells

A series of 1H-1,2,3 triazole grafted tetrahydro-β-carboline-chalcone/ferrocenylchalcone conjugates were synthesized and in vitro evaluated against estrogen responsive (MCF-7) and triple negative (MDA-MB-231) breast cancer cells. Comparative analysis reve

Discovery of furyl/thienyl β-carboline derivatives as potent and selective PDE5 inhibitors with excellent vasorelaxant effect

Based on our previous studies and predictive docking results, furans and thiophenes were introduced to the privileged tetrahydro-β-carboline scaffold to generate more potent and selective PDE5 inhibitors. A total of 66 novel furyl/thienyl tetrahydro-β-carboline derivatives were designed, synthesized and evaluated for PDE5 inhibition. Tetrahydro-β-carboline-piperazinedione 19f and tetrahydro-β-carboline-hydantoin 26b with optimized pendant 5-ethylfuran/5-ethylthiophene were identified as the most potent PDE5 inhibitors, and showed high selectivity towards PDE5 versus other PDE isozymes, especially PDE6 and PDE11. Further vasorelaxant activity assessments revealed that these PDE5 inhibitors also exhibited significant angiectasis on the norepinephrine-precontracted 3rd-order mesenteric arteries (110–150 μm) via NO–sGC–cGMP pathway, implying their further application for the treatment of vascular diseases.

(R/S)-BINOL-α-phosphoryloxy enecarbamate-mediated and (R/S)-Titanium(IV) BINOLates-catalyzed enantioselective intramolecular heck/aza-diels-alder cycloaddition (IHADA): An expedient methodology

An (R/S)-titanium(IV) BINOLate-catalyzed highly enantioselective intramolecular Heck/aza-Diels-Alder cycloaddition (IHADA) cascade was developed to prepare tetrahydropyridoindoles (tHPs) and octahydropyrazinopyridoindoles (oHPPs) from in situ generated (R/S)-BINOL α-phosphoryloxy carbamate (αPPC2) in one pot. Chiral cooperativity between (R/S)-αPPC2 and (R/S)-titanium(IV) BINOLate was observed and successfully utilized for the construction of various tHPs (7 examples) and oHPPs (17 examples). Copyright