1,2,3,4-Tetrahydroquinoline-6-carboxylic acid

Base Information

• Chemical Name: 1,2,3,4-Tetrahydroquinoline-6-carboxylic acid
• CAS No.: 5382-49-0
• Molecular Formula: C10H11NO2
• Molecular Weight: 177.203
• Hs Code.: 2933499090
• European Community (EC) Number: 803-929-7
• DSSTox Substance ID: DTXSID80381480
• Nikkaji Number: J2.035.209D
• Wikidata: Q82172333
• ChEMBL ID: CHEMBL1507634
• Mol file: 5382-49-0.mol

Synonyms:5382-49-0;1,2,3,4-Tetrahydroquinoline-6-carboxylic acid;1,2,3,4-tetrahydro-6-quinolinecarboxylic acid;1,2,3,4-tetrahydro-quinoline-6-carboxylic acid;MFCD00957087;6-Quinolinecarboxylic acid, 1,2,3,4-tetrahydro-;Maybridge3_004537;Oprea1_120515;SCHEMBL45202;MLS000850631;CHEMBL1507634;DTXSID80381480;ARNALYPZOYPNAF-UHFFFAOYSA-N;HMS1443O05;HMS2797F07;AMY20042;BBL100283;STL553850;Tetrahydroquinoline-6-carboxylic acid;AKOS009159525;CS-W006431;SB37569;IDI1_015924;DS-11058;SMR000456649;SY003732;FT-0606192;1,2,3,4-Tetrahydroquinoline-6-carboxylicacid;EN300-37427;1,2,3,4-tetrahydroquinolin-6-carboxylic acid;A870625;SR-01000473575;J-503772;SR-01000473575-1;1,2,3,4-tetrahydro-6-quinolinecarboxylic acid, AldrichCPR

Chemical Property of 1,2,3,4-Tetrahydroquinoline-6-carboxylic acid

Chemical Property:

• Vapor Pressure: 1.54E-06mmHg at 25°C
• Melting Point: 168 °C
• Refractive Index: 1.587
• Boiling Point: 382.6 °C at 760 mmHg
• PKA: 4.96±0.20(Predicted)
• Flash Point: 185.2 °C
• PSA: 49.33000
• Density: 1.223 g/cm³
• LogP: 1.88090
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 177.078978594
• Heavy Atom Count: 13
• Complexity: 205

Purity/Quality:

99% ^*data from raw suppliers

1,2,3,4-Tetrahydro-6-quinolinecarboxylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,T
• Statements: 25
• Safety Statements: 45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC2=C(C=CC(=C2)C(=O)O)NC1

Technology Process of 1,2,3,4-Tetrahydroquinoline-6-carboxylic acid

There total 6 articles about 1,2,3,4-Tetrahydroquinoline-6-carboxylic acid 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: 100.0%

Quinoline-6-carboxylic acid (10349-57-2) → 1,2,3,4-tetrahydroquinoline-6-carboxylic acid (5382-49-0)

Guidance literature:

With 10% palladium on activated carbon; ammonium formate; In methanol; for 2h; Reflux;

DOI:10.1016/j.bmcl.2010.12.010

Reference yield: 95.0%

1,2,3,4-tetrahydroquinoline-6-carbonitrile (50741-36-1) → 1,2,3,4-tetrahydroquinoline-6-carboxylic acid (5382-49-0)

Guidance literature:

With sodium hydroxide; dihydrogen peroxide; In water; for 24h; Heating;

DOI:10.1016/j.tet.2005.02.041

Reference yield: 86.9%

→ 1,2,3,4-tetrahydroquinoline-6-carboxylic acid (5382-49-0)

Guidance literature:

With water; sodium hydroxide; at 20 ℃; for 16h;

upstream raw materials:

Quinoline-6-carboxylic acid

1,2,3,4-tetrahydroquinoline-6-carbonitrile

1,2,3,4-tetrahydroisoquinoline

6-bromo-1,2,3,4-tetrahydroquinoline

Downstream raw materials:

methyl 1,2,3,4-tetrahydroquinoline-6-carboxylate

Refernces

• 1、 Cho, Er-Chieh,Liu, Chi-Yuan,Tang, Di-Wei,Lee, Hsueh-Yun. "Ring size changes in the development of class I HDAC inhibitors". . p. 1387 - 1401. Retrieved 2021/07/06.
• 2、 -. "Method for selective catalytic hydrogenation of aromatic heterocyclic compounds in non-hydrogen participation manner". Paragraph 0025-0029; 0163-0167. . Retrieved 2021/08/19.