Cintriamide

Base Information

• Chemical Name: Cintriamide
• CAS No.: 5588-21-6
• Molecular Formula: C12H15 N O4
• Molecular Weight: 237.255
• NSC Number: 760353,170963
• UNII: 731Q8KH51G
• DSSTox Substance ID: DTXSID3057775
• Nikkaji Number: J8.014D
• NCI Thesaurus Code: C171732
• ChEMBL ID: CHEMBL2107098
• Mol file: 5588-21-6.mol

Synonyms:Cintriamide;Cintramide;5588-21-6;Cintramidum;Cintriamide [USAN];3,4,5-Trimethoxycinnamamide;Cintramida;Cintramidum [INN-Latin];Cintramida [INN-Spanish];Cintramide [INN];2-Propenamide, 3-(3,4,5-trimethoxyphenyl)-;(E)-3-(3,4,5-trimethoxyphenyl)prop-2-enamide;NSC 170963;NSC-170963;CINNAMAMIDE, 3,4,5-TRIMETHOXY-;UNII-731Q8KH51G;Propenamide, 3-(3,4,5-trimethoxyphenyl)-;DTXSID3057775;C. I. 36746;731Q8KH51G;Cintramide (INN);Cintriamide (USAN);CL 36746;C.I. 36746;C.L. 36746;3-(3,4,5-trimethoxyphenyl)prop-2-enamide;3,5-Trimethoxycinnamamide;Cinnamamide,4,5-trimethoxy-;SCHEMBL123179;SCHEMBL9444357;CHEMBL2107098;DTXCID4031564;HMS3264J05;Pharmakon1600-01502553;Propenamide,4,5-trimethoxyphenyl)-;Tox21_113833;NSC170963;NSC760353;WLN: ZV1U1R CO1 DO1 EO1;2-Propenamide,4,5-trimethoxyphenyl)-;AKOS022261219;CCG-213087;NSC-760353;NCGC00253714-01;LS-53999;CAS-5588-21-6;C.I.34746;D02647;AB01562987_01;EN300-6488946;SR-01000944178;SR-01000944178-1;Q27266124;(2E)-3-(3,4,5-trimethoxyphenyl)prop-2-enimidic acid;322408-23-1

Chemical Property of Cintriamide

Chemical Property:

• Vapor Pressure: 2.93E-08mmHg at 25°C
• Boiling Point: 449.2°Cat760mmHg
• Flash Point: 233.9°C
• PSA: 70.78000
• Density: 1.167g/cm³
• LogP: 1.91120
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 237.10010796
• Heavy Atom Count: 17
• Complexity: 266

Purity/Quality:

99%, ^*data from raw suppliers

CINTRAMIDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC(=CC(=C1OC)OC)C=CC(=O)N
• Isomeric SMILES: COC1=CC(=CC(=C1OC)OC)/C=C/C(=O)N
• Uses: Antipsychotic.

Technology Process of Cintriamide

There total 10 articles about Cintriamide 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: 89.0%

diethyl carbamoylmethylphosphonate (5464-68-6) + 3,4,5-trimethoxy-benzaldehyde (86-81-7) → (E)-3-(3, 4, 5-trimethoxyphenyl)acrylamide (5588-21-6)

Guidance literature:

With potassium hydroxide; In tetrahydrofuran; at 20 ℃; for 1h;

DOI:10.1080/10426500008045236

Reference yield: 83.0%

(E)-3-(3,4,5-trimethoxyphenyl)acryloyl chloride (10263-19-1,89652-61-9) → (E)-3-(3, 4, 5-trimethoxyphenyl)acrylamide (5588-21-6)

Guidance literature:

With ammonium hydroxide; In diethyl ether; at 0 ℃; for 0.25h;

DOI:10.1016/j.bmc.2018.06.013

Reference yield:

3-(3,4,5-trimethoxyphenyl) acrylic acid p-toluenesulfonate → (E)-3-(3, 4, 5-trimethoxyphenyl)acrylamide (5588-21-6)

Guidance literature:

With ammonium hydroxide; N-ethyl-N,N-diisopropylamine; In dichloromethane; for 6h; Reflux;

DOI:10.1016/j.ejmech.2016.04.042

upstream raw materials:

3,4,5-trimethoxy-benzaldehyde

3,4,5-trimethoxycinnamic acid

diethyl carbamoylmethylphosphonate

(E)-3,4,5-trimethoxy-cinnamic acid

Refernces

• 1、 -. "Novel Urea Compounds, Preparation Methods and Uses Thereof". . . Retrieved 2016/11/14.
• 2、 Petrova, Jordanka,Momchilova, Snezhana,Vassilev, Nikolay G.. "The HWE reaction in solid - liquid two phase system for the synthesis of α,β-unsaturated amides". . p. 87 - 94. Retrieved 2007/10/03.