Neramexane mesylate

Base Information

• Chemical Name: Neramexane mesylate
• CAS No.: 457068-92-7
• Molecular Formula: C12H27NO3S
• Molecular Weight: 265.417
• European Community (EC) Number: 691-037-7
• UNII: 9M85GXG84D
• ChEMBL ID: CHEMBL2106798
• DSSTox Substance ID: DTXSID10196605
• NCI Thesaurus Code: C75163
• Wikidata: Q27272733
• Mol file: 457068-92-7.mol

Synonyms:Neramexane mesylate;457068-92-7;Neramexane Mesylate [USAN];Neramexane mesilate;UNII-9M85GXG84D;9M85GXG84D;1,3,3,5,5-Pentamethylcyclohexanamine methanesulfonate;457068-92-7 (mesylate).;Neramexane mesylate (USAN);Cyclohexanamine, 1,3,3,5,5-pentamethyl-, methanesulfonate;methanesulfonic acid;1,3,3,5,5-pentamethylcyclohexan-1-amine;SCHEMBL636426;CHEMBL2106798;DTXSID10196605;CLUKHUGGXSIGRX-UHFFFAOYSA-N;NERAMEXANE MESILATE [WHO-DD];AKOS040749014;SB18743;D05145;1-amino-1,3,3,5,5-pentamethylcyclohexane mesylate;1,3,3,5,5-pentamethylcyclohexylamine methanesulfonate;Q27272733;1,3,3,5,5-Pentamethylcyclohexan-1-amine methanesulfonate;CYCLOHEXANAMINE, 1,3,3,5,5-PENTAMETHYL, METHANESULFONATE

Chemical Property of Neramexane mesylate

Chemical Property:

• PSA: 88.77000
• LogP: 4.22520
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 265.17116490
• Heavy Atom Count: 17
• Complexity: 256

Purity/Quality:

99%, ^*data from raw suppliers

Neramexane mesylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(CC(CC(C1)(C)N)(C)C)C.CS(=O)(=O)O
• Recent ClinicalTrials: Efficacy, Safety and Tolerability of Neramexane in Patients With Subjective Tinnitus
• Recent EU Clinical Trials: A Double-Blind, Randomized, Dose Selection Vehicle–Controlled Multicenter Clinical Study for Evaluation of the Safety, Tolerability, Efficacy, and Pharmacokinetics of topical Neramexane in Subjects with Moderate to Severe Acne

Technology Process of Neramexane mesylate

There total 5 articles about Neramexane mesylate 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:

methanesulfonic acid (75-75-2,98527-29-8) + neramexane (219810-59-0) → Neramexane mesylate (457068-92-7)

Guidance literature:

In ethyl acetate; at 0 - 5 ℃; for 1h;

Reference yield:

3,5,5-Trimethylcyclohex-2-en-1-one (78-59-1) → Neramexane mesylate (457068-92-7)

Guidance literature:

Multi-step reaction with 5 steps

1.1: copper(l) iodide; lithium chloride / tetrahydrofuran / 1 h / 5 - 15 °C

2.1: tetrahydrofuran / 5 - 15 °C

3.1: sulfuric acid / acetic acid / 1 h / 5 - 10 °C

4.1: hydrogenchloride; thiourea / water / 6 h / Reflux

4.2: pH 7

5.1: ethyl acetate / 1 h / 0 - 5 °C

With hydrogenchloride; copper(l) iodide; sulfuric acid; thiourea; lithium chloride; In tetrahydrofuran; water; acetic acid; ethyl acetate;

Reference yield:

3,3,5,5-tetramethylcyclohexanone (14376-79-5) → Neramexane mesylate (457068-92-7)

Guidance literature:

Multi-step reaction with 4 steps

1.1: tetrahydrofuran / 5 - 15 °C

2.1: sulfuric acid / acetic acid / 1 h / 5 - 10 °C

3.1: hydrogenchloride; thiourea / water / 6 h / Reflux

3.2: pH 7

4.1: ethyl acetate / 1 h / 0 - 5 °C

With hydrogenchloride; sulfuric acid; thiourea; In tetrahydrofuran; water; acetic acid; ethyl acetate;

upstream raw materials:

3,5,5-Trimethylcyclohex-2-en-1-one

methanesulfonic acid

neramexane

3,3,5,5-tetramethylcyclohexanone

Downstream raw materials:

neramexane

Refernces

• 1、 -. "METHOD OF PREPARING NERAMEXANE". . . Retrieved 2011/02/24.