CID 83898

Base Information

• Chemical Name: CID 83898
• CAS No.: 107233-08-9
• Molecular Formula: C₁₀H₁₇NOS
• Molecular Weight: 199.317
• DSSTox Substance ID: DTXSID2023777,DTXSID401338115
• Nikkaji Number: J221.668J
• Wikipedia: Cevimeline
• NCI Thesaurus Code: C66873
• RXCUI: 44281
• ChEMBL ID: CHEMBL1201267
• Mol file: 107233-08-9.mol

Synonyms:2-methyspiro(1,3-oxathiolane-5,3)quinuclidine;AF 102B;AF 102B, (cis-(+))-isomer;AF 102B, (trans)-isomer;AF-102B;AF102B;cevimeline;cevimeline hydrochloride;Evoxac;FKS 508;FKS-508;SNI 2011;SNI-2011

Chemical Property of CID 83898

Chemical Property:

• Appearance/Colour: Off-White Solid
• Melting Point: 195-197 °C
• Refractive Index: 1.586
• Boiling Point: 308.5 °C at 760 mmHg
• PKA: 9.51±0.40(Predicted)
• Flash Point: 140.4 °C
• PSA: 37.77000
• Density: 1.19 g/cm³
• LogP: 2.30010
• Storage Temp.: Sealed in dry,Store in freezer, under -20°C
• Solubility.: Soluble in DMSO
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 199.10308534
• Heavy Atom Count: 13
• Complexity: 215

Purity/Quality:

99% ^*data from raw suppliers

Cevimeline >98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Drug Classes: Sj?gren Syndrome Agents
• Canonical SMILES: CC1OC2(CN3CCC2CC3)CS1
• Isomeric SMILES: C[C@@H]1O[C@]2(CN3CCC2CC3)CS1
• Recent ClinicalTrials: Efficacy of Cevimeline Versus Pilocarpine in the Secretion of Saliva
• Uses: A muscarinic M1 and M3 receptor agonist. Sialagogue

Technology Process of CID 83898

There total 29 articles about CID 83898 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:

Evoxac → 2’-methylspiro{1-azabicyclo [2.2.2]octane-3,5'[1,3]oxathiolane} (107220-27-9,107233-08-9)

Guidance literature:

With sodium hydroxide; In water; at 20 ℃; pH=10;

Reference yield:

3-hydroxy-3-[(1-ethoxyethyl)mercaptomethyl]quinuclidine → 2-methylspiro(1,3-oxathiolane-5,3')quinuclidine (107220-27-9,107233-08-9) + 2-methylspiro(1,3-oxathiolane-5,3')quinuclidine (107220-27-9,107233-08-9)

Guidance literature:

Multi-step reaction with 2 steps

1: toluene / 18 h

2: trifluoroacetic acid / toluene / 18 h / 0 - 5 °C

With trifluoroacetic acid; In toluene;

Reference yield:

3-hydroxy-3-[(1-ethoxyethyl)mercaptomethyl]quinuclidine → 2-methylspiro(1,3-oxathiolane-5,3')quinuclidine (107220-27-9,107233-08-9) + 2-methylspiro(1,3-oxathiolane-5,3')quinuclidine (107220-27-9,107233-08-9)

Guidance literature:

Multi-step reaction with 2 steps

1: toluene / 18 h

2: trifluoroacetic acid / toluene / 18 h / 0 - 5 °C

With trifluoroacetic acid; In toluene;

upstream raw materials:

1,1-dimethoxyethane

3-hydroxy-3-acetoxymercaptomethylquiniclidine thiolacetate

C₈H₁₄BrNO*BrH

C₉H₁₃NO₂S

Downstream raw materials:

3-hydroxy-3-(mercaptomethyl)quinuclidine

Refernces

• 1、 -. "1,3-OXATHIOLANE DERIVATIVES, PROCESS FOR THE PREPARATION OF 1,3-OXATHIOLANE DERIVATIVES AND INTERMEDIATES THEREOF". . . Retrieved 2013/10/22.
• 2、 -. "OPHTHALMIC PERCUTANEOUSLY ABSORBED PREPARATION CONTAINING MUSCARINIC RECEPTOR AGONIST". Page/Page column 11. . Retrieved 2008/06/13.