3-(3-methyl-1,2-thiazol-5-yl)-1-(1-methyl-1H-indol-5-yl)urea

• ChemBase ID: 129391
• Molecular Formular: C14H14N4OS
• Molecular Mass: 286.35216
• Monoisotopic Mass: 286.08883209
• SMILES: c1c(C)nsc1NC(=O)Nc1ccc2n(C)ccc2c1
• Canonical SMILES: O=C(Nc1snc(c1)C)Nc1ccc2c(c1)ccn2C
• InChI: InChI=1S/C14H14N4OS/c1-9-7-13(20-17-9)16-14(19)15-11-3-4-12-10(8-11)5-6-18(12)2/h3-8H,1-2H3,(H2,15,16,19)
• InChIKey: USFUFHFQWXDVMH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(3-methyl-1,2-thiazol-5-yl)-1-(1-methyl-1H-indol-5-yl)urea
• IUPAC Traditional name: 3-(3-methyl-1,2-thiazol-5-yl)-1-(1-methylindol-5-yl)urea
• Synonyms: SB-204,741; SB-204,741; N-(1-Methyl-1H-5-indolyl)-N′-(3-methyl-5-isothiazolyl)urea; SB 204741

Database IDs

• CAS Number: 152239-46-8
• MDL Number: MFCD00923644
• PubChem SID: 24278321; 162223685
• PubChem CID: 3277600
• IUPHAR ligand ID: 221
• Wikipedia Title: SB-204,741

CALCULATED PROPERTIES

• Acid pKa: 9.371445
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 2.7073603
• LogD (pH = 7.4): 2.7036817
• Log P: 2.708073
• Molar Refractivity: 81.7284 cm^3
• Polarizability: 30.594542 Å^3
• Polar Surface Area: 58.95 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: soluble >20 mg/mL
• Apperance: off-white to tan solid

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: 2-8°C

Pharmacology Properties

• Gene Information: human ... DRD2(1813), DRD3(1814), DRD5(1816), HTR1E(3354), HTR2A(3356), HTR2B(3357), HTR2C(3358)rat ... Adra1a(29412), Gabra2(29706), Htr1a(24473), Htr2b(29581), Htr3a(79246)

Product Information

• Purity: >98% (HPLC)
• Empirical Formula (Hill Notation): C14H14N4OS

DETAILS

Sigma Aldrich - S0693

Biochem/physiol Actions
5-HT2B serotonin receptor antagonist.
Legal Information
Sold for research purposes under agreement from Glaxo-Smith-Kline