Heptaminol

Base Information

• Chemical Name: Heptaminol
• CAS No.: 372-66-7
• Deprecated CAS: 166239-89-0
• Molecular Formula: C8H19NO
• Molecular Weight: 145.245
• Hs Code.: 29221985
• European Community (EC) Number: 206-758-0
• UNII: 3DQS188SY5
• DSSTox Substance ID: DTXSID4048484
• Nikkaji Number: J22.271B
• Wikipedia: Heptaminol
• Wikidata: Q417921
• NCI Thesaurus Code: C166673
• Metabolomics Workbench ID: 126887
• ChEMBL ID: CHEMBL2111076
• Mol file: 372-66-7.mol

Synonyms:Cardiomax;Heptaminol;Heptaminol Hydrochloride

Chemical Property of Heptaminol

Chemical Property:

• Appearance/Colour: Clear colourless oily liquid
• Vapor Pressure: 0.00351mmHg at 25°C
• Melting Point: <25 °C
• Refractive Index: 1.455-1.457
• Boiling Point: 250.138 °C at 760 mmHg
• PKA: 15.30±0.29(Predicted)
• Flash Point: 105.08 °C
• PSA: 46.25000
• Density: 0.895 g/cm³
• LogP: 1.97510
• Storage Temp.: Refrigerator
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 145.146664230
• Heavy Atom Count: 10
• Complexity: 91.3

Purity/Quality:

99%, ^*data from raw suppliers

Heptaminol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 34
• Safety Statements: 45-36/37/39-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(CCCC(C)(C)O)N
• Description: Heptaminol is an aliphatic amine with cardiotonic and sympathomimetic activities. It decreases the amplitude of peak calcium currents by 30% in isolated guinea pig ventricular myocytes when used at a concentration of 100 μM. Heptaminol inhibits norepinephrine uptake and induces catecholamine release in primary bovine chromaffin cells. It increases blood pressure in cats when administered intravenously at a dose of 15 mg, an effect that can be blocked by reserpine .
• Uses: vasodilator Heptaminol is used in the preparation of drugs for treating cardiovascular and cerebrovascular diseases.

Technology Process of Heptaminol

There total 7 articles about Heptaminol 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: 15.0%

1,5-dimethylhexylamine (543-82-8,70419-10-2) → heptaminol (372-66-7)

Guidance literature:

With perchloric acid; (4,4'-di-t-Bu-2,2'-bipyridine)2Ru(CO₃); In water; acetic acid; pH=0.5; Electrochemical reaction;

DOI:10.1021/jacs.8b10950

Reference yield:

(R)-6-amino-2-methylheptan-2-ol (165962-54-9) → heptaminol (372-66-7)

Guidance literature:

With 2,2,2-trifluoroethanethiol; In tetrahydrofuran; 3-methylpentan-3-ol; at 22 - 24 ℃; for 2h; Photolysis;

DOI:10.1021/jo900074w

Reference yield:

6-hydroxy-6-methyl-heptan-2-one oxime (90227-28-4) → heptaminol (372-66-7)

Guidance literature:

With methanol; nickel; at 60 ℃; under 80905.8 Torr; Hydrogenation;

upstream raw materials:

6-hydroxy-6-methyl-heptan-2-one oxime

N-(6-methylhept-5-en-2-yl)formamide

6-Methyl-hept-5-en-2-on

(R)-6-amino-2-methylheptan-2-ol

Downstream raw materials:

N-(6-hydroxy-6-methylheptan-2-yl)benzamide

6-hydroxy-6-methyl-heptan-2-one

Refernces

• 1、 Mack, James B. C.,Walker, Katherine L.,Robinson, Sophia G.,Zare, Richard N.,Sigman, Matthew S.,Waymouth, Robert M.,Du Bois. "Mechanistic Study of Ruthenium-Catalyzed C-H Hydroxylation Reveals an Unexpected Pathway for Catalyst Arrest". supporting information. p. 972 - 980. Retrieved 2019/01/11.
• 2、 El Blidi, Lahssen,Nechab, Malek,Vanthuyne, Nicolas,Gastaldi, Stephane,Bertrand, Michele P.,Gil, Gerard. "En route to (S)-selective chemoenzymatic dynamic kinetic resolution of aliphatic amines. One-pot KR/racemization/KR sequence leading to (S)-amides". supporting information; experimental part. p. 2901 - 2903. Retrieved 2009/09/05.