6397-33-7

Basic information

• Product Name: 2-(isopropylthio)aniline
• Synonyms: 2-(isopropylthio)aniline;UKRORGSYN-BB BBV-072741;2-(isopropylthio)aniline(SALTDATA: HCl);2-(isopropylthio)benzenamine;2-(propan-2-ylsulfanyl)aniline;2-Isopropylsulfanyl-phenylamine;Benzenamine, 2-[(1-methylethyl)thio]-;2-(Isopropylthio)Aniline(WXC01998)
• CAS NO: 6397-33-7
• Molecular Formula: C₉H₁₃NS
• Molecular Weight: 167.27
• Mol File: 6397-33-7.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 261.275°C at 760 mmHg
• Flash Point: 111.815°C
• Appearance: /
• Density: 1.063g/cm³
• Vapor Pressure: 0.012mmHg at 25°C
• Refractive Index: 1.578
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• PKA: 2.77±0.10(Predicted)
• CAS DataBase Reference: 2-(isopropylthio)aniline(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(isopropylthio)aniline(6397-33-7)
• EPA Substance Registry System: 2-(isopropylthio)aniline(6397-33-7)

Safety Data

• Hazardous Substances Data: 6397-33-7(Hazardous Substances Data)

Usage

General Description

2-(isopropylthio)aniline is a synthetic, organic chemical compound that falls under the category of organosulfurs and aromatic amines. It is characterized by the presence of an isopropylthio functional group and an aniline moiety in its structure. The compound, comprising carbon, hydrogen, nitrogen, and sulfur, is mainly known for its application in the synthesis of complex organic molecules. Some potential uses might include pharmaceuticals, agrochemicals, and dyes. The properties and behavior of this compound can vary significantly depending on factors like temperature, pressure, and concentration, as well as interactions with other substances. Handling and usage of this compound require appropriate safety measures due to its potential reactivity and toxicity.

InChI:InChI=1/C9H13NS/c1-7(2)11-9-6-4-3-5-8(9)10/h3-7H,10H2,1-2H3

Upstream product

• 137-07-5 2-amino-benzenethiol 
• 75-26-3 isopropyl bromide 
• 70415-85-9 2-(isopropyl sulfanyl)nitrobenzene 
• 1493-27-2 ortho-nitrofluorobenzene 
• 75-30-9 2-iodo-propane 
• 1551-21-9 methyl isopropyl sulfide 
• 622-37-7 Phenyl azide 

Downstream Products

• 137-07-5 2-amino-benzenethiol 
• 102968-92-3 2-isopropylthio-N-allylaniline 
• 1032900-25-6 5-chloro-N²-{5-methyl-4-(piperidin-4-yl)-2-[(propan-2-yl)oxy]phenyl}-N⁴-[2-(propane-2-sulfonyl)phenyl]pyrimidine-2,4-diamine 
• 1346447-80-0 5-chloro-4-N-(2-isopropylsulfonylbenzene)-2-N-(3-aminophenyl)pyrimidine-2,4-diamine 
• 1346447-79-7 5-chloro-N⁴-(2-(isopropylsulfonyl)phenyl)-N²-(3-nitrophenyl)pyrimidine-2,4-diamine 
• 1379372-39-0 bis(2-isopropylthiophenyl)amine 
• 1380575-43-8 5-chloro-N₂-(2-isopropoxy-5-methyl-4-(piperidin-4-yl)phenyl)-N₄-(2-(propane-2-sulfonyl)phenyl)pyrimidine-2,4-diamine dihydrochloride 
• 1632485-14-3 2,5-dichloro-N-[2-(propan-2-ylsulfanyl)phenyl]pyrimidin-4-amine 

Relevant articles and documents

Synthesis and evaluation of novel 2,4-diaminopyrimidines bearing a sulfoxide moiety as anaplastic lymphoma kinase (ALK) inhibition agents

Anaplastic lymphoma kinase (ALK) targeted therapies have demonstrated remarkable efficacy in ALK-positive lung adenocarcinomas. Here we synthesized and evaluated sixteen new 2,4-diaminopyrimidines bearing a sulfoxide moiety as anaplastic lymphoma kinase (ALK) inhibitors. The optimal compound 9e exhibited excellent antiproliferative activity against non-small cell lung cancer NCI-H2228 cells, which is better than that of Brigatinib and similar to Ceritinib. Mechanism study revealed that the optimal compound 9e decreased the mitochondrial membrane potential and arrested NCI-H2228 cells in the G0/G1 phase, finally resulting in cellular apoptosis. It is interesting that 9e could effectively inhibit the migration of NCI-H2228 cells and may be a promising leading compound for chemotherapy of metastatic cancer.

The novel anti-tumor medicine synthetic method and a pharmaceutically acceptable salt thereof and solid preparation (by machine translation)

The invention discloses a method for synthesis of antineoplastic agent, the chemical name is 5 - chloro - N2 - (3 - amino-acetyl aminophenyl) - N4 - (2 - [...] phenyl) pyrimidine - 2, 4 - diamine. At the same time, its salt, crystalline form research, select and suitable for further development as a preparation of the maleate, tartrate and succinate and its corresponding crystalline form. The invention also provides a to the antineoplastic agent as the active ingredient of the solid preparation, wherein the supplemented with one or more solubilising. The invention solid preparation dissolution characteristic and excellent stability, with clinical application prospect. (by machine translation)

New intermediate of non-small-cell lung carcinoma treating drug Ceritinib, and preparation method thereof

The present invention relates to the field of pharmaceutical chemistry, to a preparation method of a new intermediate of 5-chloro-N2-(2-isopropoxy-5-methyl-4-(piperidine-4-yl)phenyl)-N4-(2-(isopropylsulfonyl)phenyl)pyrimidine-2,4-diamine (Ceritinib). According to the present invention, o-fluoronitrobenzene is adopted as a starting raw material, substitution, reduction and condensation are performed to obtain the new intermediate 2-X-5-chloro-N-(2-(isopropyl sulfide)phenyl)pyrimidine-4-amine (X is halogen, p-methyl benzene sulfonyloxy, methyl sulfonyloxy or trifluoromethylsulfonyloxy), the new intermediate can be oxidized to obtain a sulfonyl derivative, and the sulfonyl derivative and 2-isopropoxy-5-methyl-4-(piperidine-4-yl)aniline are subjected to condensation to finally obtain 5-chloro-N2-(2-isopropoxy-5-methyl-4-(piperidine-4-yl)phenyl)-N4-(2-(isopropylsulfonyl)phenyl)pyrimidine-2,4-diamine (Ceritinib); and the synthesis method has characteristics of readily available raw materials, high yield, mild reaction, simple operation and low production cost, and is suitable for industrial production.