5-[4-(4-cyanobut-1-yn-1-yl)phenyl]-1-(2,4-dichlorophenyl)-N-(1,1-dioxo-1λ6,4-thiomorpholin-4-yl)-4-methyl-1H-pyrazole-3-carboxamide

• ChemBase ID: 125772
• Molecular Formular: C26H23Cl2N5O3S
• Molecular Mass: 556.46352
• Monoisotopic Mass: 555.08986598
• SMILES: O=S1(=O)CCN(CC1)NC(=O)c1nn(c2ccc(Cl)cc2Cl)c(c1C)c1ccc(C#CCCC#N)cc1
• Canonical SMILES: N#CCCC#Cc1ccc(cc1)c1c(C)c(nn1c1ccc(cc1Cl)Cl)C(=O)NN1CCS(=O)(=O)CC1
• InChI: InChI=1S/C26H23Cl2N5O3S/c1-18-24(26(34)31-32-13-15-37(35,36)16-14-32)30-33(23-11-10-21(27)17-22(23)28)25(18)20-8-6-19(7-9-20)5-3-2-4-12-29/h6-11,17H,2,4,13-16H2,1H3,(H,31,34)
• InChIKey: XBHQLFVDGLPBCK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-[4-(4-cyanobut-1-yn-1-yl)phenyl]-1-(2,4-dichlorophenyl)-N-(1,1-dioxo-1λ^6,4-thiomorpholin-4-yl)-4-methyl-1H-pyrazole-3-carboxamide
• IUPAC Traditional name: 5-[4-(4-cyanobut-1-yn-1-yl)phenyl]-1-(2,4-dichlorophenyl)-N-(1,1-dioxo-1λ^6,4-thiomorpholin-4-yl)-4-methylpyrazole-3-carboxamide
• Synonyms: AM-6545; 5-(4-[4-cyanobut-1-ynyl]phenyl)-1-(2,4-dichlorophenyl)-4-methyl-N-(1,1-dioxo-thiomorpholino)-1H-pyrazole-3-carboxamide; AM6545

Database IDs

• CAS Number: 1245626-05-4
• MDL Number: MFCD19053178
• PubChem SID: 162220119
• PubChem CID: 46912919
• Chemspider ID: 26333263
• Wikipedia Title: AM-6545

CALCULATED PROPERTIES

• Acid pKa: 12.413414
• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): 3.7280529
• LogD (pH = 7.4): 3.7280495
• Log P: 3.7280533
• Molar Refractivity: 142.0056 cm^3
• Polarizability: 56.893116 Å^3
• Polar Surface Area: 108.09 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO: >25 mg/mL
• Apperance: white to off-white powder

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36
• Safety Statements: 26
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H319
• GHS Precautionary statements: P305 + P351 + P338
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C26H23Cl2N5O3S

DETAILS

Sigma Aldrich - A1987

Biochem/physiol Actions
AM6545 is a peripheral CB1 cannabinoid receptor antagonist and appetite suppressant.