(R)-1-(1H-Imidazol-4-yl)propan-2-amine dihydrochloride

Base Information

• Chemical Name: (R)-1-(1H-Imidazol-4-yl)propan-2-amine dihydrochloride
• CAS No.: 75614-89-0
• Molecular Formula: C₆H₁₁N₃*2ClH
• Molecular Weight: 198.095
• European Community (EC) Number: 621-591-7
• DSSTox Substance ID: DTXSID70873405
• ChEMBL ID: CHEMBL1434496
• Mol file: 75614-89-0.mol

Synonyms:75614-89-0;(R)-1-(1H-Imidazol-4-yl)propan-2-amine dihydrochloride;Histamine, R(-)-alpha-methyl-, dihydrochloride;75614-87-8;R(-)-alpha-Methylhistamine 2HCl;(R)-(-)-|A-Methylhistamine (dihydrochloride);Alpha-Methylhistamine-R;R(-)-a-Methyl-1H-imidazole-4-ethanamine dihydrochloride;SR-01000075271;EU-0100618;(2R)-1-(1H-imidazol-5-yl)propan-2-amine;dihydrochloride;R-(-)-2-(1H-Imidazol-4-yl)-1-methyl-ethylamine dihydrochloride;SCHEMBL1369323;CHEMBL1434496;DTXSID70873405;IZHCNQFUWDFPCW-ZJIMSODOSA-N;(R)-(-)-a-Methyl-1H-imidazole-4-ethanamine dihydrobromide;(R)-2-(1H-Imidazol-4-yl)-1-methyl-ethylamine dihydrochloride;Tox21_500618;MFCD00083176;AKOS027320798;AKOS040746280;r-alpha-methylhistamine dihydrochloride;CCG-221922;CS-W015657;HY-W014941;LP00618;NCGC00093992-01;NCGC00261303-01;MS-23069;R(-)-?-Methyl Histamine Dihydrochloride;R-(?)-?-Methylhistamine (hydrochloride);R(-)-alpha-Methylhistamine dihydrochloride;(R)-(-)-??-Methylhistamine dihydrochloride;H-128;R(-)- alpha -Methylhistamine Dihydrochloride;(R)-(-)-alpha-Methylhistamine dihydrochloride;F85633;(R)-(-)-alpha-Methylhistamine (dihydrochloride);(R)(−)-|A-Methylhistamine dihydrochloride;SR-01000075271-1;(R)-1-(1H-Imidazol-4-yl)propan-2-aminedihydrochloride;(R)-2-(3H-Imidazol-4-yl)-1-methylethanamine dihydrochloride;(R)(-)-alpha-Methylhistamine dihydrochloride, solid, >=98% (HPLC);(R)-(-)-ALPHA-METHYL-1H-IMIDAZOLE-4-ETHANAMINE DIHYDROCHLORIDE

Chemical Property of (R)-1-(1H-Imidazol-4-yl)propan-2-amine dihydrochloride

Chemical Property:

• PSA: 54.70000
• LogP: 2.77620
• Storage Temp.: Refrigerator
• Sensitive.: Hygroscopic
• Solubility.: H2O: soluble
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 197.0486528
• Heavy Atom Count: 11
• Complexity: 84.4

Purity/Quality:

97% ^*data from raw suppliers

(R)(?)-α-Methylhistamine dihydrochloride ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(CC1=CN=CN1)N.Cl.Cl
• Isomeric SMILES: C[C@H](CC1=CN=CN1)N.Cl.Cl
• Uses: Potent, selective H3 histamine receptor agonist which crosses the blood-brain barrier; inhibits histamine synthesis and release. R(-)-α-Methyl Histamine Dihydrochloride is a potent and selective H3 histamine receptor agonist that inhibits the synthesis and release of histamine (1,2,3,4). R(-)-α-Methyl Histamine Dihydrochloride is a blood-brain barrier penetrant.

Technology Process of (R)-1-(1H-Imidazol-4-yl)propan-2-amine dihydrochloride

There total 1 articles about (R)-1-(1H-Imidazol-4-yl)propan-2-amine dihydrochloride 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: 96.0%

(S)-(+)-4-(2-amino-3-chloropropyl)-imidazole dihydrochloride (75614-85-6,75614-86-7) → (R)(?)-α-methyl-1H-imidazole-4-ethanamine dihydrochloride (36376-49-5,75614-89-0,75614-90-3,148025-93-8)

Guidance literature:

With hydrogenchloride; hydrogen; sodium acetate; acetic acid; palladium on activated charcoal; 1.) water, 25 deg C, 500 psi, 144 h;

DOI:10.1016/S0040-4020(01)86299-2

Reference yield:

(S)-(+)-2-methoxy-2-trifluoromethyl-2-phenylacetyl chloride (39637-99-5,20445-33-4) + (R)(?)-α-methyl-1H-imidazole-4-ethanamine dihydrochloride (36376-49-5,75614-89-0,75614-90-3,148025-93-8) → (R)-3,3,3-Trifluoro-2-methoxy-N-{(R)-1-methyl-2-[1-((R)-3,3,3-trifluoro-2-methoxy-2-phenyl-propionyl)-1H-imidazol-4-yl]-ethyl}-2-phenyl-propionamide (148042-67-5)

Guidance literature:

With triethylamine; In N,N-dimethyl-formamide; at 25 ℃; for 17h;

DOI:10.1016/S0040-4020(01)86299-2

Reference yield:

(R)(?)-α-methyl-1H-imidazole-4-ethanamine dihydrochloride (36376-49-5,75614-89-0,75614-90-3,148025-93-8) → N-<2-(1H-imidazol-4-yl)-1(R)-methylethyl>-(R)-α-methoxy-α-(trifluoromethyl)benzeneacetamide

Guidance literature:

Multi-step reaction with 2 steps

1: NEt₃ / dimethylformamide / 17 h / 25 °C

2: K₂CO₃ / methanol; H₂O / 2 h / 25 °C

With potassium carbonate; triethylamine; In methanol; water; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4020(01)86299-2

upstream raw materials:

(S)-(+)-4-(2-amino-3-chloropropyl)-imidazole dihydrochloride

Downstream raw materials:

(R)-3,3,3-Trifluoro-2-methoxy-N-{(R)-1-methyl-2-[1-((R)-3,3,3-trifluoro-2-methoxy-2-phenyl-propionyl)-1H-imidazol-4-yl]-ethyl}-2-phenyl-propionamide

R-(+)-α,N^α-Dimethylhistamin