40532-06-7

Basic information

• Product Name: 2,5-DIMETHOXYPHENYL ISOTHIOCYANATE
• Synonyms: 2,5-DIMETHOXYPHENYL ISOTHIOCYANATE;2-ISOTHIOCYANATO-1,4-DIMETHOXY-BENZENE;2,5-DIMETHOXYPHENYL ISOTHIOCYANATE 98%;2,5-Dimethoxyphenyl isothiocyate, 99%
• CAS NO: 40532-06-7
• Molecular Formula: C₉H₉NO₂S
• Molecular Weight: 195.24
• EINECS: -0
• Product Categories: Organic Building Blocks;Sulfur Compounds;Thiocyanates/Isothiocyanates
• Mol File: 40532-06-7.mol

Chemical Properties

• Melting Point: 33-36 °C(lit.)
• Boiling Point: 175 °C10 mm Hg(lit.)
• Flash Point: >230 °F
• Appearance: /
• Density: 1.2721 (rough estimate)
• Vapor Pressure: 0.000197mmHg at 25°C
• Refractive Index: 1.5270 (estimate)
• Sensitive: Moisture Sensitive
• BRN: 3267310
• CAS DataBase Reference: 2,5-DIMETHOXYPHENYL ISOTHIOCYANATE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,5-DIMETHOXYPHENYL ISOTHIOCYANATE(40532-06-7)
• EPA Substance Registry System: 2,5-DIMETHOXYPHENYL ISOTHIOCYANATE(40532-06-7)

Safety Data

• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-27-36/37/39-45
• RIDADR: 2810
• WGK Germany: 3
• HazardClass: 8
• PackingGroup: III
• Hazardous Substances Data: 40532-06-7(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Research:
2,5-DIMETHOXYPHENYL ISOTHIOCYANATE is used as a research compound for the development of potential anti-cancer agents. Its unique structure and reactivity contribute to the synthesis of bioactive molecules with potential therapeutic applications.
Used in Organic Synthesis:
2,5-DIMETHOXYPHENYL ISOTHIOCYANATE is used as an intermediate in the synthesis of various bioactive molecules, owing to its unique structure and reactivity.
Used in Agrochemical Development:
2,5-DIMETHOXYPHENYL ISOTHIOCYANATE is used as a chemical intermediate in the development of agrochemicals, potentially contributing to the creation of novel pesticides or other agricultural products.
Used in Anticancer Applications:
2,5-DIMETHOXYPHENYL ISOTHIOCYANATE is used as an anticancer agent, showing promising results in inhibiting the growth of certain cancer cells. It could potentially be utilized in the development of novel anticancer agents, offering new therapeutic options for cancer treatment.

InChI:InChI=1/C9H9NO2S/c1-11-7-3-4-9(12-2)8(5-7)10-6-13/h3-5H,1-2H3

Upstream product

• 463-71-8 thiophosgene 
• 102-56-7 2,5-dimethoxyaniline 
• 62994-90-5 2,5-Dimethoxybenzylamin*HCl 
• 75-15-0 carbon disulfide 
• 7647-01-0 hydrogenchloride 
• 708240-48-6 N,N'-bis-(2,5-dimethoxy-phenyl)-thiourea 

Downstream Products

• 366-11-0 N-(2,5-dimethoxy-phenyl)-N'-(4-fluoro-phenyl)-thiourea 
• 708240-48-6 N,N'-bis-(2,5-dimethoxy-phenyl)-thiourea 
• 2834-26-6 1-Phenyl-6-(2,5-dimethoxy-phenyl)-hydrazodithiocarbonamid 
• 1040310-63-1 N-(2,4-dimethoxyphenyl)benzo[d]thiazol-2-amine 
• 1356059-57-8 (Z)-N-(2,5-dimethoxyphenyl)-2-(2-oxoindolin-3-ylidene)hydrazine-1-carbothioamide 
• 380436-98-6 3-(2,5-dimethoxyphenyl)-2-thioxo-2,3-dihydroquinazolin-4(1H)-one 
• 1621608-14-7 N-(2,5-dimethoxyphenyl)-2-{[4-(tricyclo[3.3.1.1^3,7]dec-1-yl)quinolin-2-yl]carbonyl}hydrazinecarbothioamide 
• 378216-66-1 N-(2,5-dimethoxyphenyl)benzo[d]thiazol-2-amine 
• 1153638-63-1 N-(2,5-dimethoxyphenyl)-4-hydroxy-6-methyl-2H-pyran-2-one-3-carbothioamide 
• 1153638-69-7 3-[bis(2,5-dimethoxyphenylamino)methylene]-6-methyl-2H,4H-pyran-2,4-dione 

Relevant articles and documents

Synthesis and antitumor activity of novel pyridazinone derivatives containing 1,3,4-thiadiazole moiety

A series of novel pyridazinone derivatives containing the 1,3,4-thiadiazole moiety were synthesized and characterized by 1H NMR, 13C NMR, spectroscopies HRMS and IR. Among them, the structure of compound 5c (2-(Tert-butyl)?4-chloro-5-((5-((2-ethylphenyl)amino)?1,3,4-thiadiazol-2-yl)thio)pyridazin-3(2H)-One) was unambiguously confirmed via single crystal X-ray diffraction analysis. The inhibitory activity of all the target compounds against MGC-803 and Bcap-37 was determined by MTT assay, with doxorubicin (the inhibition rates were 95.5 ± 0.4% and 95.7 ± 1.0% respectively) as a control. The preliminary results showed that the inhibitory activity of compound 5n (2-(Tert-butyl)?4-chloro-5-((5-((3-fluorophenyl)amino)?1,3,4-thiadiazol-2-yl)thio)pyridazin-3(2H)-One) was superior to the others. The inhibition rates of MGC-803 and Bcap-37 cells were 86.3 ± 2.2% and 92.3 ± 0.6% at a concentration of 10 μmol/L, respectively. The preliminary structure-activity relationship showed that when the 2-position of the benzene ring was substituted by a methyl group, such as compound 5j (2-(Tert-butyl)?4-chloro-5-((5-((2,3-dimethylphenyl)amino)?1,3,4-thiadiazol-2-yl)thio)pyridazin-3(2H)-One), it exhibited good anticancer activity on MGC-803 cells. Besides, introducing fluorine, chlorine, or trifluoromethyl group onto the benzene ring, such as compound 5 m (2-(Tert-butyl)?4-chloro-5-((5-((4-(trifluoromethoxy)phenyl)amino)?1,3,4-thiadiazol-2-yl)thio)pyridazin-3(2H)-One), displayed good anticancer activity on MGC-803 and Bcap-37 cells.

Synthesis of thiophene-2-carboxamidines containing 2-aminothiazoles and their biological evaluation as urokinase inhibitors

The serine protease urokinase (uPa) has been implicated in the progression of both breast and prostate cancer. Utilizing structure based design, the synthesis of a series of substituted 4-[2-amino-1,3-thiazolyl]-thiophene-2-carboxamidines is described. Further optimization of this series by substitution of the terminal amine yielded urokinase inhibitors with excellent activities.