3-Chloroisoquinolin-5-amine

Base Information

• Chemical Name: 3-Chloroisoquinolin-5-amine
• CAS No.: 58142-49-7
• Molecular Formula: C9H7ClN2
• Molecular Weight: 178.621
• Hs Code.: 2933499090
• DSSTox Substance ID: DTXSID00587806
• Wikidata: Q72434460
• Mol file: 58142-49-7.mol

Synonyms:3-chloroisoquinolin-5-amine;58142-49-7;5-AMINO-3-CHLOROISOQUINOLINE;MFCD09999240;5-Isoquinolinamine, 3-chloro-;3-Chloroisoquinoline-5-ylamine;3-chloro-5-amino isoquinoline;3-chloro-5-amino-isoquinoline;SCHEMBL2315041;DTXSID00587806;ZITUQCQEDBPHMJ-UHFFFAOYSA-N;5-isoquinolinamine,3-chloro-(9ci);AKOS005257225;SB21495;DS-10686;SY115921;DB-072433;CS-0051400;F15219;EN300-1425520;A847279;J-516713;5-Amino-3-chloroisoquinoline;3-Chloroisoquinolin-5-amine

Chemical Property of 3-Chloroisoquinolin-5-amine

Chemical Property:

• Boiling Point: 372.583 °C at 760 mmHg
• PKA: 2.14±0.43(Predicted)
• Flash Point: 179.132 °C
• PSA: 38.91000
• Density: 1.363 g/cm³
• LogP: 3.05160
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 178.0297759
• Heavy Atom Count: 12
• Complexity: 163

Purity/Quality:

98%min ^*data from raw suppliers

3-chloroisoquinolin-5-amine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=CN=C(C=C2C(=C1)N)Cl

Technology Process of 3-Chloroisoquinolin-5-amine

There total 7 articles about 3-Chloroisoquinolin-5-amine 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: 81.0%

3-chloro-5-nitro-isoquinoline (10296-47-6) → 3-chloro-5-amino-isoquinoline (58142-49-7)

Guidance literature:

With acetic acid; zinc; at 20 ℃; for 2h;

Reference yield:

3-chloroisoquinoline (19493-45-9) → 3-chloro-5-amino-isoquinoline (58142-49-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 0.45 g / KNO₃; H₂SO₄ / 0 - 20 °C

2: 0.87 g / Fe; HOAc / 2 h / 60 °C

With sulfuric acid; iron; acetic acid; potassium nitrate;

DOI:10.1021/jm070276i

Reference yield:

1,3-dichloroisoquinoline (7742-73-6) → 3-chloro-5-amino-isoquinoline (58142-49-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.28 g / Sn; HOAc; aq. HCl / 3 h / 55 - 60 °C

2: 0.45 g / KNO₃; H₂SO₄ / 0 - 20 °C

3: 0.87 g / Fe; HOAc / 2 h / 60 °C

With hydrogenchloride; tin; sulfuric acid; iron; acetic acid; potassium nitrate;

DOI:10.1021/jm070276i

upstream raw materials:

3-chloro-5-nitro-isoquinoline

3-chloroisoquinoline

1,3-dichloroisoquinoline

Homophthalic acid

Downstream raw materials:

3-(3-chloroisoquinolin-5-ylamino)cyclohex-2-enone

2-[(E)-2-(4-morpholin-4-ylmethylphenyl)vinyl]-9,10,11,12-tetrahydro-8H-3,8,12-triaza-naphtho[2,1-a]azulen-7-one

2-[(E)-2-(3-morpholin-4-ylmethyl-phenyl)vinyl]-8,9,10,11-tetrahydro-3,8,11-triazabenzo[a]fluoren-7-one

2-[(tert-butoxycarbonyl-methyl-amino)methyl]-8-((E)-styryl)-1H-pyrrolo[2,3-f]isoquinoline-3-carboxylic acid tert-butyl ester

Refernces

• 1、 -. "AMINOISOXAZOLINE COMPOUNDS AS AGONISTS OF ALPHA7-NICOTINIC ACETYLCHOLINE RECEPTORS". Paragraph 00296; 00297. . Retrieved 2017/05/19.
• 2、 -. "TRPV1 ANTAGONISTS". Page/Page column 89. . Retrieved 2010/04/30.