4-(1H-IMIDAZOL-4-YLMETHYL)PIPERIDINE DIHYDROBROMIDE

Base Information

• Chemical Name: 4-(1H-IMIDAZOL-4-YLMETHYL)PIPERIDINE DIHYDROBROMIDE
• CAS No.: 164391-47-3
• Molecular Formula: 2BrH*C₉H₁₅N₃
• Molecular Weight: 327.062
• Hs Code.: 2933990090
• Mol file: 164391-47-3.mol

Synonyms:Piperidine,4-(1H-imidazol-4-ylmethyl)-, dihydrobromide (9CI);4-(1H-Imidazol-4-ylmethyl)piperidine dihydrobromide; Immepip hydrobromide

Chemical Property of 4-(1H-IMIDAZOL-4-YLMETHYL)PIPERIDINE DIHYDROBROMIDE

Chemical Property:

• Vapor Pressure: 6.32E-08mmHg at 25°C
• Melting Point: 234-235℃
• Boiling Point: 430.2°Cat760mmHg
• Flash Point: 214°C
• PSA: 40.71000
• Density: g/cm³
• LogP: 3.19680
• Storage Temp.: 2-8°C
• Solubility.: H2O: 7 mg/mL at <40 °C

Purity/Quality:

98%min ^*data from raw suppliers

Immepip dihydrobromide ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Description: Immepip is a histamine H3 receptor agonist (KI = 0.4 nM in SK-N-MC cell membranes expressing the human receptor). It is selective for histamine H3 over H1 and H2 receptors in CHO cell membranes expressing the guinea pig and human receptors, respectively (Kis = >16 μM for both) but also agonizes H4 receptors (KI = 9 nM in SK-N-MC cell membranes expressing the human receptor). Immepip (5 mg/kg, s.c.) decreases hypothalamic histamine release in anesthetized rats. It decreases flinching in the formalin test in rats when administered at doses of 5 and 30 mg/kg and inhibits formalin-induced paw edema at 30 mg/kg.
• Uses: A selective nonchiral histamine H3 agonist A selective nonchiral histamine H3 agonist.

Technology Process of 4-(1H-IMIDAZOL-4-YLMETHYL)PIPERIDINE DIHYDROBROMIDE

There total 5 articles about 4-(1H-IMIDAZOL-4-YLMETHYL)PIPERIDINE DIHYDROBROMIDE 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: 65.0%

4-(imidazol-4-ylmethyl)piperidine-1-carboxylic acid tert-butyl ester (817636-73-0) → Immepip dihydrobromide (164391-47-3)

Guidance literature:

With hydrogen bromide; at 80 ℃; for 2h;

DOI:10.1021/jm049475h

Reference yield:

4-[4-(4-methylbenzenesulfonyl)-4,5-dihydrooxazol-5-ylmethyl]piperidine-1-carboxylic acid tert-butyl ester (817636-74-1) → Immepip dihydrobromide (164391-47-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 13.7 g / NH₃ / ethanol / 16 h / 90 - 110 °C

2: 65 percent / aq. HBr / 2 h / 80 °C

With ammonia; hydrogen bromide; In ethanol;

DOI:10.1021/jm049475h

Reference yield:

4-(2-Hydroxyethyl)piperidine (622-26-4) → Immepip dihydrobromide (164391-47-3)

Guidance literature:

Multi-step reaction with 5 steps

1: 98 percent / Et₃N / CHCl₃ / 17 h

2: 90 percent / oxalyl chloride; DMSO; Et₃N / CH₂Cl₂ / -60 - 20 °C

3: NaCN / ethanol / 2 h

4: 13.7 g / NH₃ / ethanol / 16 h / 90 - 110 °C

5: 65 percent / aq. HBr / 2 h / 80 °C

With oxalyl dichloride; sodium cyanide; ammonia; hydrogen bromide; dimethyl sulfoxide; triethylamine; In ethanol; dichloromethane; chloroform; 2: Swern oxidation;

DOI:10.1021/jm049475h

upstream raw materials:

4-(imidazol-4-ylmethyl)piperidine-1-carboxylic acid tert-butyl ester

4-[4-(4-methylbenzenesulfonyl)-4,5-dihydrooxazol-5-ylmethyl]piperidine-1-carboxylic acid tert-butyl ester

4-(2-Hydroxyethyl)piperidine

4-(2-hydroxyethyl)piperidine-1-carboxylic acid tert-butyl ester

Downstream raw materials:

methimepip

Refernces