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D-1,2,3,4-tetrahydronorharmane-3-carboxylic acid is a neuroactive chemical compound derived from the neurotransmitter serotonin, which is naturally present in the human brain. It has garnered attention for its potential involvement in neurological and psychiatric conditions, as well as its influence on mood regulation and cognitive function.

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  • 72002-54-1 Structure
  • Basic information

    1. Product Name: D-1,2,3,4-tetrahydronorharmane-3-carboxylic acid
    2. 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)-
    3. CAS NO:72002-54-1
    4. Molecular Formula: C12H12N2O2
    5. Molecular Weight: 216.239
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 72002-54-1.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: 485 °C at 760 mmHg
    3. Flash Point: 247.1 °C
    4. Appearance: /
    5. Density: 1.377
    6. Refractive Index: N/A
    7. Storage Temp.: Store at 0-5°C
    8. Solubility: N/A
    9. CAS DataBase Reference: D-1,2,3,4-tetrahydronorharmane-3-carboxylic acid(CAS DataBase Reference)
    10. NIST Chemistry Reference: D-1,2,3,4-tetrahydronorharmane-3-carboxylic acid(72002-54-1)
    11. EPA Substance Registry System: D-1,2,3,4-tetrahydronorharmane-3-carboxylic acid(72002-54-1)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 72002-54-1(Hazardous Substances Data)

72002-54-1 Usage

Uses

Used in Neuropharmacology Research:
D-1,2,3,4-tetrahydronorharmane-3-carboxylic acid is utilized as a subject of study in neuropharmacology for its potential role in neurological and psychiatric conditions such as Parkinson's disease and depression. D-1,2,3,4-tetrahydronorharmane-3-carboxylic acid's impact on mood regulation and cognitive function is of particular interest, with ongoing research aimed at uncovering its therapeutic applications.
Used in Pharmaceutical Development:
In the pharmaceutical industry, D-1,2,3,4-tetrahydronorharmane-3-carboxylic acid is considered as a potential therapeutic agent for the development of treatments targeting neurological disorders. Its presence in the brain and its effects on neurotransmission make it a promising candidate for further investigation and potential drug formulation.
Used in Diagnostic Tools:
D-1,2,3,4-tetrahydronorharmane-3-carboxylic acid may also be employed in the development of diagnostic tools to assess neurological and psychiatric conditions. Its presence and levels in the brain could potentially serve as biomarkers for certain diseases, aiding in early detection and monitoring of treatment efficacy.

Check Digit Verification of cas no

The CAS Registry Mumber 72002-54-1 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 7,2,0,0 and 2 respectively; the second part has 2 digits, 5 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 72002-54:
(7*7)+(6*2)+(5*0)+(4*0)+(3*2)+(2*5)+(1*4)=81
81 % 10 = 1
So 72002-54-1 is a valid CAS Registry Number.

72002-54-1SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name (3R)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylic acid

1.2 Other means of identification

Product number -
Other names D-1,2,3,4-tetrahydronorharmane-3-carboxylic acid

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:72002-54-1 SDS

72002-54-1Relevant 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

Awolade, Paul,Cele, Nosipho,Gu, Liang,Kaur, Mandeep,Kumar, Vipan,Pillay, Ruvesh Pascal,Sharma, Bharvi,Singh, Parvesh

, p. 11137 - 11147 (2020/07/15)

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

Beta-carbolines V-type phosphodiesterase inhibitor and preparation method and usage thereof

-

Paragraph 0192; 0194; 0197; 0198, (2019/01/23)

The invention provides a Beta-carbolines V-type phosphodiesterase inhibitor and a preparation method and a usage thereof. The Beta-carbolines V-type phosphodiesterase inhibitor has a structure as shown in a formula (X): the formula is as shown in the desc

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

Zheng, Hongbo,Wu, Yifeng,Sun, Bin,Cheng, Chuanle,Qiao, Yanan,Jiang, Yuehua,Zhao, Shengtian,Xie, Zhiyu,Tan, Jing,Lou, Hongxiang

, p. 767 - 780 (2018/09/25)

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.

Histone demethylating agents as potential S-adenosyl-l-methionine-competitors

Navakauskiene,Mori,Christodoulou,Zentelyte,Botta,Via, L. Dalla,Ricci,Damia,Passarella,Zilio,Martinet

, p. 1245 - 1255 (2016/07/06)

Histone H3 methylation on K9 and/or K27 depends on histone lysine methyltransferases (KMTs). EZH2, one of the components of the PRC2 complex, catalyzes the trimethylation of histone H3K27, which is associated with transcriptional repression and tumor development. H3K9me3 mediated gene silencing may result from other KDMs such as G9a/GLP, SUV39H1-2, SETDB1, CCLD8 and RIZ1. Their disturbance leads to defective cell mitosis. It is therefore desirable to find small molecules that are able to decrease H3K9 and K27 tagging to reinitiate gene transcription. Most KDM inhibitors are still based on SAM co-factor competition/modulation. Herein, functional screening of a diversity library proved to be a useful tool for finding new specific KDM inhibitors; the use of SAM-based pharmacophoric models facilitated the understanding of their possible mechanism of action.

(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

Khan, Imran A.,Saxena, Anil K.

, p. 2617 - 2626 (2013/10/21)

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

Some 3-carboxamides of β-carboline and tetrahydro-β-carboline

Couts, Ronald T.,Micetich, Ronald G.,Baker, Glen B,Benderly, Abraham,Dewhurst, Tim,et al.

, p. 131 - 142 (2007/10/02)

A series of tetrahydro-β-carboline-3-carboxamides (L- and D-series) was made by the interaction of the respective amine with the appriopriate methyl tetrahydro-β-carboline-3-carboxylate.The β-carboline-3-carboxamides were prepared by a similar route from methyl β-carboline-3-carboxylate or by aromatization of the respective tetrahydro-β-carboline-3-carboxamide.The diastereomers of N-sec-butyl tetrahydro-β-carboline-3-carboxamide (L- and D-series) were separated by chromatography.

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