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1,2,3,4-Tetrahydroisoquinolin-5-ol is an organic compound that serves as a key intermediate in the synthesis of various pharmaceuticals and chemical compounds.

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  • 102877-50-9 Structure
  • Basic information

    1. Product Name: 1,2,3,4-TETRAHYDRO-ISOQUINOLIN-5-OL
    2. Synonyms: 5-Hydroxy-1,2,3,4-tetrahydroisoquinoline;H90103;1,2,3,4-tetrahydro-5-Isoquinolinol;1,2,3,4-tetrahydro-5-hydroxy-isoquinoline
    3. CAS NO:102877-50-9
    4. Molecular Formula: C9H11NO
    5. Molecular Weight: 149.19
    6. EINECS: -0
    7. Product Categories: N/A
    8. Mol File: 102877-50-9.mol
  • Chemical Properties

    1. Melting Point: 273 °C
    2. Boiling Point: 294.3 °C at 760 mmHg
    3. Flash Point: 153.6 °C
    4. Appearance: /
    5. Density: 1.141
    6. Vapor Pressure: 0.001mmHg at 25°C
    7. Refractive Index: 1.582
    8. Storage Temp.: Sealed in dry,Store in freezer, under -20°C
    9. Solubility: N/A
    10. PKA: 9.30±0.20(Predicted)
    11. CAS DataBase Reference: 1,2,3,4-TETRAHYDRO-ISOQUINOLIN-5-OL(CAS DataBase Reference)
    12. NIST Chemistry Reference: 1,2,3,4-TETRAHYDRO-ISOQUINOLIN-5-OL(102877-50-9)
    13. EPA Substance Registry System: 1,2,3,4-TETRAHYDRO-ISOQUINOLIN-5-OL(102877-50-9)
  • 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: 102877-50-9(Hazardous Substances Data)

102877-50-9 Usage

Uses

Used in Pharmaceutical Industry:
1,2,3,4-Tetrahydroisoquinolin-5-ol is used as a reagent for the preparation of potent and selective inhibitors of type 5 17-Beta-Hydroxysteroid dehydrogenase AKR1C3. This enzyme plays a crucial role in the metabolism of androgens and estrogens, and its inhibition can have therapeutic applications in the treatment of hormone-dependent diseases and cancers.

Check Digit Verification of cas no

The CAS Registry Mumber 102877-50-9 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,0,2,8,7 and 7 respectively; the second part has 2 digits, 5 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 102877-50:
(8*1)+(7*0)+(6*2)+(5*8)+(4*7)+(3*7)+(2*5)+(1*0)=119
119 % 10 = 9
So 102877-50-9 is a valid CAS Registry Number.
InChI:InChI=1/C9H11NO/c11-9-3-1-2-7-6-10-5-4-8(7)9/h1-3,10-11H,4-6H2

102877-50-9SDS

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 1,2,3,4-Tetrahydroisoquinolin-5-ol

1.2 Other means of identification

Product number -
Other names 1,2,3,4-tetrahydro-5-hydroxy-isoquinoline

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:102877-50-9 SDS

102877-50-9Relevant articles and documents

Potent P2Y1 urea antagonists bearing various cyclic amine scaffolds

Ruel, Réjean,L'Heureux, Alexandre,Thibeault, Carl,Lapointe, Philippe,Martel, Alain,Qiao, Jennifer X.,Hua, Ji,Price, Laura A.,Wu, Qimin,Chang, Ming,Zheng, Joanna,Huang, Christine S.,Wexler, Ruth R.,Rehfuss, Robert,Lam, Patrick Y.S.

, p. 6825 - 6828 (2013)

A number of new amine scaffolds with good inhibitory activity in the ADP-induced platelet aggregation assay have been found to be potent antagonists of the P2Y1 receptor. SAR optimization led to the identification of isoindoline 3c and piperidine 4a which showed good in vitro binding and functional activities, as well as improved aqueous solubility. Among them, the piperidine 4a showed the best overall profile with favorable PK parameters.

Synthesis of substituted 5-aminomethyl tetrahydro-isoquinolines and dihydro-isoindoles

Fray, M. Jonathan,Allen, Paul,Bradley, Paul R.,Challenger, Clare E.,Closier, Michael,Evans, Tim J.,Lewis, Mark L.,Mathias, John P.,Nichols, Carly L.,Po-Ba, Yvonne M.,Snow, Hayley,Stefaniak, Mark H.,Vuong, Hannah V.

, p. 6869 - 6875 (2006)

The synthesis of ten substituted aminomethylene tetrahydro-isoquinolines is described, proceeding in eight steps from 5-hydroxyisoquinoline via reductive amination of N-Boc tetrahydro-isoquinoline 5-carboxaldehyde. Likewise, reductive amination was used to prepare four substituted dihydro-isoindoles from the corresponding aldehyde. The dihydro-isoindole ring system was conveniently accessed via a 2+2+2 cycloaddition reaction.

PRMT5 INHIBITORS AND USES THEREOF

-

Paragraph 0455-0456, (2019/04/05)

Described herein are compounds of Formula (I), pharmaceutically acceptable salts thereof, and pharmaceutical compositions thereof. Compounds of the present invention are useful for inhibiting PRMT5 activity. Methods of using the compounds for treating PRMT5-mediated disorders are also described.

Preparation method of tetrahydroisoquinoline derivative

-

, (2018/03/24)

The invention discloses a preparation method of a tetrahydroisoquinoline derivative which is N-Fmoc-1,2,3,4-tetrahydroisoquinoline-5-alcohol. The preparation method comprises the following steps: taking isoquinoline as a starting raw material, loading sulfonic acid groups, hydrolyzing, hydrogenating and carrying out Fmoc protection to obtain a target product. The compound is used as an important medical intermediate.

PRMT5 INHIBITORS CONTAINING A DIHYDRO- OR TETRAHYDROISOQUINOLINE AND USES THEREOF

-

Paragraph 00353, (2014/07/08)

Described herein are compounds of Formula (A), pharmaceutically acceptable salts thereof, and pharmaceutical compositions thereof. Compounds of the present invention are useful for inhibiting PRMT5 activity. Methods of using the compounds for treating PRMT5- mediated disorders are also described.

Tetrahydroisoquinoline PPARγ agonists: Design of novel, highly selective non-TZD antihyperglycemic agents

Henry, James R.,Li, Yihong,Warshawsky, Alan M.,Brozinick, Joseph T.,Hawkins, Eric D.,Misener, Elizabeth A.,Briere, Daniel A.,Montrose-Rafizadeh, Chahrzad,Zink, Richard W.,Yumibe, Nathan P.,Ajamie, Rose T.,Wilken, Brad,Devanarayan, Viswanath

, p. 6293 - 6297 (2007/10/03)

Novel tetrahydroisoquinolines have been developed as potent PPAR ligands. Evaluation of these compounds in PPARγ responsive models of type 2 diabetes is described.

HETEROCYCLIC COMPOUNDS AS MODULATORS OF PEROXISOME PROLIFERATOR ACTIVATED RECEPTORS, USEFUL FOR THE TREATMENT AND/OR PREVENTION OF DISORDERS MODULATED BY A PPAR

-

Page/Page column 196, (2010/02/11)

The present invention is directed to a compound of formula (I), or a pharmaceutically acceptable salt, solvate, hydrate or stereoisomer thereof, which is useful in treating or preventing disorders mediated by a peroxisome proliferator activated receptor (PPAR) such as syndrome X, type II diabetes, hyperglycemia, hyperlipidemia, obesity, coagaulopathy, hypertension, arteriosclerosis, and other disorders related to syndrome X and cardiovascular diseases.

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