Glycyclamide

Base Information

• Chemical Name: Glycyclamide
• CAS No.: 664-95-9
• Molecular Formula: C14H20 N2 O3 S
• Molecular Weight: 296.39
• European Community (EC) Number: 211-557-6
• NSC Number: 142661
• UNII: C40N4EJY68
• DSSTox Substance ID: DTXSID5046273
• Nikkaji Number: J60.488G
• Wikidata: Q17631916
• NCI Thesaurus Code: C65809
• ChEMBL ID: CHEMBL312394
• Mol file: 664-95-9.mol

Synonyms:1-cyclohexyl-3-(p- toluenesulfonyl)urea;cyclamide;glycyclamide;tolcyclamide

Chemical Property of Glycyclamide

Chemical Property:

• Melting Point: 174-176°
• Refractive Index: 1.6360 (estimate)
• PKA: pKa 5.50 (Uncertain)
• PSA: 83.65000
• Density: 1.26g/cm³
• LogP: 4.17820
• Water Solubility.: 18.36mg/L(37 oC)
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 296.11946368
• Heavy Atom Count: 20
• Complexity: 416

Purity/Quality:

98.5% ^*data from raw suppliers

GLYCYCLAMIDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)S(=O)(=O)NC(=O)NC2CCCCC2

Technology Process of Glycyclamide

There total 10 articles about Glycyclamide 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: 98.0%

toluene-4-sulfonamide (70-55-3) + Cyclohexyl isocyanate (3173-53-3) → glycyclamide (664-95-9)

Guidance literature:

copper(l) chloride; In N,N-dimethyl-formamide; for 24h; Ambient temperature;

DOI:10.1055/s-1990-26837

Reference yield: 83.0%

cyclohexylcarbamic acid phenyl ester (56379-88-5) + toluene-4-sulfonamide (70-55-3) → glycyclamide (664-95-9)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In acetonitrile; Reflux; Green chemistry;

DOI:10.1039/c7ob00872d

Reference yield: 75.0%

Tosylurethane (5577-13-9) + cyclohexylamine (108-91-8,157973-60-9) → glycyclamide (664-95-9)

Guidance literature:

In toluene; for 6h; Reflux;

DOI:10.1016/j.saa.2008.01.005 DOI:10.1248/cpb.56.541

upstream raw materials:

N-cyclohexylformamide

Tosyl isocyanate

Tosylurethane

cyclohexylamine

Refernces

• 1、 Hadianawala, Murtuza,Datta, Bhaskar. "Design and development of sulfonylurea derivatives as zinc metalloenzyme modulators". . p. 8923 - 8929. Retrieved 2016/02/05.
• 2、 Xi, Pin-xian,Xu, Zhi-hong,Liu, Xiao-hui,Cheng, Feng-juan,Zeng, Zheng-zhi. "Synthesis, characterization and DNA-binding studies of 1-cyclohexyl-3-tosylurea and its Ni(II), and Cd(II) complexes". experimental part. p. 523 - 528. Retrieved 2009/02/06.