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3-(2-AMINO-PHENYLAMINO)-5,5-DIMETHYL-CYCLOHEX-2-ENONE, also known as Dapsonum, is a synthetic organic compound with the molecular formula C14H18N2O. It belongs to the class of dapsone analogs and is commonly used as an intermediate in the synthesis of pharmaceuticals. Dapsonum exhibits potential antitubercular and antimicrobial properties, with inhibitory effects on the growth of Mycobacterium tuberculosis and other bacteria. Its stability and relatively low toxicity make it a promising candidate for further pharmaceutical development, showing potential as a valuable building block in the development of new drugs for the treatment of various bacterial infections.

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  • 39222-69-0 Structure
  • Basic information

    1. Product Name: 3-(2-AMINO-PHENYLAMINO)-5,5-DIMETHYL-CYCLOHEX-2-ENONE
    2. Synonyms: 3-((2-AMINOPHENYL)AMINO)-5,5-DIMETHYLCYCLOHEX-2-EN-1-ONE;3-(2-AMINO-PHENYLAMINO)-5,5-DIMETHYL-CYCLOHEX-2-ENONE;TIMTEC-BB SBB011617
    3. CAS NO:39222-69-0
    4. Molecular Formula: C14H18N2O
    5. Molecular Weight: 230.31
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 39222-69-0.mol
  • Chemical Properties

    1. Melting Point: 176-177 °C
    2. Boiling Point: 376.1°Cat760mmHg
    3. Flash Point: 181.3°C
    4. Appearance: /
    5. Density: 1.152g/cm3
    6. Vapor Pressure: 7.41E-06mmHg at 25°C
    7. Refractive Index: 1.619
    8. Storage Temp.: 2-8°C
    9. Solubility: N/A
    10. PKA: 5.35±0.10(Predicted)
    11. CAS DataBase Reference: 3-(2-AMINO-PHENYLAMINO)-5,5-DIMETHYL-CYCLOHEX-2-ENONE(CAS DataBase Reference)
    12. NIST Chemistry Reference: 3-(2-AMINO-PHENYLAMINO)-5,5-DIMETHYL-CYCLOHEX-2-ENONE(39222-69-0)
    13. EPA Substance Registry System: 3-(2-AMINO-PHENYLAMINO)-5,5-DIMETHYL-CYCLOHEX-2-ENONE(39222-69-0)
  • Safety Data

    1. Hazard Codes: Xi
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: IRRITANT
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 39222-69-0(Hazardous Substances Data)

39222-69-0 Usage

Uses

Used in Pharmaceutical Industry:
3-(2-AMINO-PHENYLAMINO)-5,5-DIMETHYL-CYCLOHEX-2-ENONE is used as an intermediate in the synthesis of pharmaceuticals for its potential antitubercular and antimicrobial properties. It is particularly effective against Mycobacterium tuberculosis and other bacteria, making it a promising candidate for the development of new drugs to treat various bacterial infections.
Used in Antitubercular Applications:
3-(2-AMINO-PHENYLAMINO)-5,5-DIMETHYL-CYCLOHEX-2-ENONE is used as an antitubercular agent for its inhibitory effects on the growth of Mycobacterium tuberculosis. Its potential in treating tuberculosis makes it a valuable compound in the development of new drugs to combat this disease.
Used in Antimicrobial Applications:
3-(2-AMINO-PHENYLAMINO)-5,5-DIMETHYL-CYCLOHEX-2-ENONE is used as an antimicrobial agent for its inhibitory effects on the growth of various bacteria. Its broad-spectrum antimicrobial activity makes it a promising compound for the development of new drugs to treat bacterial infections.

Check Digit Verification of cas no

The CAS Registry Mumber 39222-69-0 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 3,9,2,2 and 2 respectively; the second part has 2 digits, 6 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 39222-69:
(7*3)+(6*9)+(5*2)+(4*2)+(3*2)+(2*6)+(1*9)=120
120 % 10 = 0
So 39222-69-0 is a valid CAS Registry Number.
InChI:InChI=1/C14H18N2O/c1-14(2)8-10(7-11(17)9-14)16-13-6-4-3-5-12(13)15/h3-7,16H,8-9,15H2,1-2H3

39222-69-0SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name 3-(2-aminoanilino)-5,5-dimethylcyclohex-2-en-1-one

1.2 Other means of identification

Product number -
Other names 3-(2-aminophenyl)amino-5,5-dimethyl-2-cyclohexenone

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:39222-69-0 SDS

39222-69-0Relevant articles and documents

One-pot synthesis of dibenzo[b,e][1,4]diazepin-1-ones

Nardi, Monica,Cozza, Annalisa,Denino, Antonio,Oliverio, Manuela,Procopio, Antonio

, p. 800 - 804 (2012)

A simple and efficient method for the synthesis of wide range of 3,3-dimethyl-11-alkyl or aryl 2,3,4,5-tetrahydro-1H-dibenzo[b,e][1,4]diazepin-1- ones, recently reported as hepatitis C virus (HCV) NS5B polymerase inhibitors, is presented. The proposed met

Design and synthesis of benzodiazepine-1,2,3-triazole hybrid derivatives as selective butyrylcholinesterase inhibitors

Mehrazar, Mehrdad,Hassankalhori, Mahdi,Toolabi, Mahsa,Goli, Fereshteh,Moghimi, Setareh,Nadri, Hamid,Bukhari, Syed Nasir Abbas,Firoozpour, Loghman,Foroumadi, Alireza

, p. 997 - 1013 (2019/12/24)

Abstract: A new series of compounds based on benzodiazepine-1,2,3-triazole were synthesized and evaluated as cholinesterase inhibitors by Ellman’s method. The compounds proved to be selective inhibitors of butyrylcholinesterase (BuChE) over acetylcholines

Graphene-mesoporous anatase TiO2 nanocomposite: A highly efficient and recyclable heterogeneous catalyst for one-pot multicomponent synthesis of benzodiazepine derivatives

Shoeb, Mohd,Mobin, Mohammad,Ali, Abad,Zaman, Shamsuz,Naqvi, Alim H.

, (2017/09/06)

The potential to bias chemical reaction pathways is a significant goal for physicists and material researchers to design revolutionary materials. Recently, two-dimensional materials have appeared as a promising candidate for exploring novel catalyst activ

An Efficient Three-Component Synthesis of Benzimidazo[1,2- a ]-quinoline-6-carbonitriles

Adib, Mehdi,Zainali, Mohsen,Kim, Il

supporting information, p. 1844 - 1847 (2016/07/16)

An efficient three-component synthesis of benzimidazo[1,2-a]quinoline-6-carbonitriles is described. Condensation reaction of a benzene-1,2-diamine and a cyclohexane-1,3-dione gave an enamine intermediate, which on treatment with an arylidenemalononitrile

Microwave-assisted aqueous reactions: An efficient route to benzodiazepines

Zhu, Xiao-Tong,Liu, Jia-Yan,Jiang, Bo,Tu, Shu-Jiang

, p. 92 - 96 (2015/01/30)

Microwave-assisted three-component reaction has been established for the synthesis of benzodiazepines. This reaction promoted by HOAc was conducted by using readily available and inexpensive starting materials in water under microwave irradiation. The pre

Reactions of dimedone-β-benzoylacrylic acid adduct with nitrogen-containing binucleophiles

Vatolina,Andin

experimental part, p. 408 - 411 (2011/06/21)

2-(2-Hydroxy-4,4-dimethyl-6-oxocyclohex-1-en-1-yl)-4-oxo-4-phenylbutanoic acid (dimedone adduct with β-benzoylacrylic acid) reacted with ethylenediamine and benzidine to give bis-quinoline derivatives. In the reaction with tryptamine a product containing

1,5-Benzodiazepine inhibitors of HCV NS5B polymerase

McGowan, David,Nyanguile, Origene,Cummings, Maxwell D.,Vendeville, Sandrine,Vandyck, Koen,Van den Broeck, Walter,Boutton, Carlo W.,De Bondt, Hendrik,Quirynen, Ludo,Amssoms, Katie,Bonfanti, Jean-Francois,Last, Stefaan,Rombauts, Klara,Tahri, Abdellah,Hu, Lili,Delouvroy, Frederic,Vermeiren, Katrien,Vandercruyssen, Genevieve,Van der Helm, Liesbet,Cleiren, Erna,Mostmans, Wendy,Lory, Pedro,Pille, Geert,Van Emelen, Kristof,Fanning, Gregory,Pauwels, Frederik,Lin, Tse-I,Simmen, Kenneth,Raboisson, Pierre

scheme or table, p. 2492 - 2496 (2009/12/07)

Optimization through parallel synthesis of a novel series of hepatitis C virus (HCV) NS5B polymerase inhibitors led to the identification of (R)-11-(4-benzyloxy-2-fluorophenyl)-6-hydroxy-3,3-dimethyl-10-(6-methylpyridine-2-carbonyl)-2,3,4,5,10,11-hexahydr

BENZODIAZEPINES AS HCV INHIBITORS

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Page/Page column 53; 110, (2008/06/13)

The present invention relates to the use of benzodiazepines as inhibitors of HCV replication as well as their use in pharmaceutical compositions aimed to treat or combat HCV infections. In addition, the present invention relates Io benzodiazepine compounds per se and their use as medicines. The present invention also concerns processes for the preparation of such compounds, pharmaceutical compositions comprising them, and combinations of said compounds with other anti-HCV agents.

Investigation of the products of interaction of cyclic diketones with nitrogen-containing 1,4-binucleophiles

Kolos,Yurchenko,Orlov,Shishkina,Shishkin

, p. 1550 - 1559 (2007/10/03)

The interaction of arylbis(5,5-dimethylcyclohexane-1,3-dion-2-yl)methanes with o-phenylenediamine and o-aminophenol leads to the preparation of 3,3-dimethyl-11-aryl-2,3,4,5,10,11-hexahydrobenzo[b,e]-1,4-diazepin-1-ones and 3,3,6,6-tetramethyl-9-aryl-10-(2

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