72214-67-6

Basic information

• Product Name: TIMTEC-BB SBB005393
• Synonyms: TIMTEC-BB SBB005393;(2,4-Dichlorophenyl)carbamimidothioic acid methyl ester hydrochloride;2-(2,4-Dichlorobenzyl)-2-thiopseudourea hydrochloride;Rb/Raf-1 disruptor 251 hydrochloride;RRD-251 hydrochloride;S-(2,4-Dichlorobenzyl)-isothiouronium hydrochloride;(2,4-dichlorophenyl)methylsulfanylformamidine hydrochloride;(2,4-dichlorophenyl)methylsulfanylmethanimidamide hydrochloride
• CAS NO: 72214-67-6
• Molecular Formula: C₈H₈Cl₂N₂S*ClH
• Molecular Weight: 271.6
• Mol File: 72214-67-6.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 345.3°Cat760mmHg
• Flash Point: 162.6°C
• Appearance: white to off-white/
• Density: 1.47g/cm³
• Vapor Pressure: 6.22E-05mmHg at 25°C
• Refractive Index: 1.643
• Storage Temp.: room temp
• Solubility: DMSO: >10mg/mL
• CAS DataBase Reference: TIMTEC-BB SBB005393(CAS DataBase Reference)
• NIST Chemistry Reference: TIMTEC-BB SBB005393(72214-67-6)
• EPA Substance Registry System: TIMTEC-BB SBB005393(72214-67-6)

Safety Data

• Hazard Codes: Xn
• Statements: 22-36/37/38
• Safety Statements: 26
• WGK Germany: 3
• Hazardous Substances Data: 72214-67-6(Hazardous Substances Data)

Usage

Uses

RRD-251 Hydrochloride is a reversible selective disruptor of Rb-Raf-1 interaction.

InChI:InChI=1/C8H8Cl2N2S/c9-6-2-1-5(7(10)3-6)4-13-8(11)12/h1-3H,4H2,(H3,11,12)

Upstream product

• 94-99-5 2,4-Dichlorobenzyl chloride 
• 17356-08-0 thiourea 

Downstream Products

• 59293-67-3 2,4-dichlorobenzyl mercaptan 

Relevant articles and documents

Novel and highly efficient synthesis of 3-(alkyl/benzylthio)-9b-hydroxy-1H-imidazo[5,1-a]isoindole-1,5(9bH)-dione derivatives

The oxidation of 3a,8a-dihydroxy-2-(alkyl/benzylthio)indeno[1,2-d]imidazol-8(3H)-ones to give the corresponding 3-(alkyl/benzylthio)-9b-hydroxy-1H-imidazo[5,1-a]isoindole-1,5(9bH)-dione derivatives in good to excellent yields at room temperature using two oxidants, periodic acid in aqueous ethanol and lead(IV) acetate in acetic acid, has been reported.

INHIBITION OF CELL PROLIFERATION

Compounds of formula (I) and (II) are provided as modulators of Rb:Raf-1 interactions which are potent, selective disruptors of Rb:Raf-1 binding. Therapeutic methods of using the compounds, for example for treating or ameliorating a cell proliferation disorder such as cancer, are provided.

INHIBITION OF CELL PROLIFERATION

The disclosed modulators of Rb:Raf-1 interactions are potent, selective disruptors of Rb:Raf-1 binding, with IC50 values ranging from 80 nM to 500 nM. Further, these compounds are surprisingly effective in inhibiting a wide variety of cancer cells, including osteosarcoma, epithelial lung carcinoma, non small cell lung carcinoma, three different pancreatic cancer cell lines, two different glioblastoma cell lines, metastatic breast cancer, melanoma, and prostate cancer. Moreover, the disclosed compounds effectively disrupt angiogenesis and significantly inhibited tumors in nude mice derived from human epithelial lung carcinoma tumors. Accordingly, the disclosed compounds, pharmaceutical compositions comprising the compounds, methods of inhibiting cell proliferation, methods of treating subjects with cancer, and methods of preparing the disclosed compounds are provided.