{[(2,4-dichlorophenyl)methyl]sulfanyl}methanimidamide hydrochloride

• ChemBase ID: 154355
• Molecular Formular: C8H9Cl3N2S
• Molecular Mass: 271.59446
• Monoisotopic Mass: 269.95520234
• SMILES: c1cc(c(cc1Cl)Cl)CSC(=N)N.Cl
• Canonical SMILES: NC(=N)SCc1ccc(cc1Cl)Cl.Cl
• InChI: InChI=1S/C8H8Cl2N2S.ClH/c9-6-2-1-5(7(10)3-6)4-13-8(11)12;/h1-3H,4H2,(H3,11,12);1H
• InChIKey: COMNQRICZGJVLE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {[(2,4-dichlorophenyl)methyl]sulfanyl}methanimidamide hydrochloride
• IUPAC Traditional name: [(2,4-dichlorophenyl)methyl]sulfanylmethanimidamide hydrochloride
• Synonyms: (2,4-Dichlorophenyl)carbamimidothioic acid methyl ester hydrochloride; 2-(2,4-Dichlorobenzyl)-2-thiopseudourea hydrochloride; Rb/Raf-1 disruptor 251 hydrochloride; S-(2,4-Dichlorobenzyl)-isothiouronium hydrochloride; RRD-251 hydrochloride

Database IDs

• CAS Number: 72214-67-6
• MDL Number: MFCD00035047
• PubChem SID: 162248494
• PubChem CID: 12526767

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 0.82782197
• LogD (pH = 7.4): 0.902162
• Log P: 3.242245
• Molar Refractivity: 69.2507 cm^3
• Polarizability: 22.73165 Å^3
• Polar Surface Area: 49.87 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: >10 mg/mL; H2O: >2 mg/mL
• Apperance: white to off-white powder

Safety Information

• Storage Condition: desiccated
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22-36/37/38
• Safety Statements: 26
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H315-H319-H335
• GHS Precautionary statements: P261
• Storage Temperature: room temp

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C8H8Cl2N2S· HCl

DETAILS

Sigma Aldrich - R7532

Biochem/physiol Actions
RRD-251 hydrochloride is a reversible, potent, and selective disruptor of Rb/Raf-1 interaction. The retinoblastoma tumor suppressor protein (Rb) controls the G1-S boundary by repressing the transcriptional activity of the E2F family of transcription factors. Raf-1 kinase binds and phosphorylates Rb early in the G1 phase. RRD-251 significantly inhibits angiogenesis and tumor growth in vivo in an Rb-dependent manner. RRD-251 does not inhibit the binding of B-Raf to Rb and Raf-1 to Mek1/2. Also, RRD-251 does not affect the kinase activities associated with cyclin D, cyclin E, or Raf-1.