1-(2,4-dichlorophenyl)-5-(4-iodophenyl)-4-methyl-N-(morpholin-4-yl)-1H-pyrazole-3-carboxamide

• ChemBase ID: 154411
• Molecular Formular: C21H19Cl2IN4O2
• Molecular Mass: 557.21163
• Monoisotopic Mass: 555.99297923
• SMILES: Cc1c(n(nc1C(=O)NN1CCOCC1)c1ccc(cc1Cl)Cl)c1ccc(cc1)I
• Canonical SMILES: Ic1ccc(cc1)c1c(C)c(nn1c1ccc(cc1Cl)Cl)C(=O)NN1CCOCC1
• InChI: InChI=1S/C21H19Cl2IN4O2/c1-13-19(21(29)26-27-8-10-30-11-9-27)25-28(18-7-4-15(22)12-17(18)23)20(13)14-2-5-16(24)6-3-14/h2-7,12H,8-11H2,1H3,(H,26,29)
• InChIKey: AJFFBPZYXRNAIC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-(2,4-dichlorophenyl)-5-(4-iodophenyl)-4-methyl-N-(morpholin-4-yl)-1H-pyrazole-3-carboxamide
• IUPAC Traditional name: 1-(2,4-dichlorophenyl)-5-(4-iodophenyl)-4-methyl-N-(morpholin-4-yl)pyrazole-3-carboxamide
• Synonyms: 1-(2,4-Dichlorophenyl)-5-(4-iodophenyl)-4-methyl-N-4-morpholinyl-1H-pyrazole-3-carboxamide; AM 281; AM281

Database IDs

• CAS Number: 202463-68-1
• MDL Number: MFCD01861180
• PubChem SID: 162248550; 24724384
• PubChem CID: 4302962

CALCULATED PROPERTIES

• Acid pKa: 12.401785
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 5.1640296
• LogD (pH = 7.4): 5.1640267
• Log P: 5.1640306
• Molar Refractivity: 128.321 cm^3
• Polarizability: 50.52914 Å^3
• Polar Surface Area: 59.39 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO: >6 mg/mL; H2O: insoluble
• Apperance: white powder

Safety Information

• Storage Condition: desiccated; under inert gas
• European Hazard Symbols: Toxic (T)
• UN Number: 2811
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 3
• Risk Statements: 25-36/37/38
• Safety Statements: 26-36/37/39-45
• GHS Pictograms: GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H300-H315-H319-H335
• GHS Precautionary statements: P261-P264-P301 + P310-P305 + P351 + P338
• Personal Protective Equipment: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
• RID/ADR: UN 2811 6.1/PG 3
• Storage Temperature: 2-8°C

Pharmacology Properties

• Gene Information: rat ... Cnr1(25248)

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C21H19Cl2IN4O2

DETAILS

Sigma Aldrich - A0980

Biochem/physiol Actions
Potent and selective CB1 cannabinoid receptor antagonist/inverse agonist