2-amino-5-(1-hydroxy-2-{[2-(2H3)methyl(2H6)propan-2-yl]amino}ethyl)benzonitrile

• ChemBase ID: 157696
• Molecular Formular: C13H19N3O
• Molecular Mass: 233.30946
• Monoisotopic Mass: 233.15281224
• SMILES: CC(C)(C)NCC(c1ccc(c(c1)C#N)N)O
• Canonical SMILES: N#Cc1cc(ccc1N)C(CNC(C)(C)C)O
• InChI: InChI=1S/C13H19N3O/c1-13(2,3)16-8-12(17)9-4-5-11(15)10(6-9)7-14/h4-6,12,16-17H,8,15H2,1-3H3
• InChIKey: YKKQAXQGZIBJFS-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-amino-5-(1-hydroxy-2-{[2-(^2H₃)methyl(^2H₆)propan-2-yl]amino}ethyl)benzonitrile
• IUPAC Traditional name: 2-amino-5-(1-hydroxy-2-{[2-(^2H₃)methyl(^2H₆)propan-2-yl]amino}ethyl)benzonitrile
• Synonyms: 2-Amino-5-(2-tert-butyl-d9-amino-1-hydroxyethyl)benzonitrile; Cimbuterol-(tert-butyl-d9); 2-Amino-5-[2-[(1,1-dimethylethyl-d9)amino]-1-hydroxyethyl]benzonitrile; Cimbuterol-d9

Database IDs

• CAS Number: 1246819-04-4
• MDL Number: MFCD20264920
• PubChem SID: 162251833
• PubChem CID: 71312591

CALCULATED PROPERTIES

• Acid pKa: 14.110886
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -2.2113035
• LogD (pH = 7.4): -1.2444657
• Log P: 0.98238957
• Molar Refractivity: 69.4961 cm^3
• Polarizability: 26.489025 Å^3
• Polar Surface Area: 82.07 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: Off-White Solid
• Melting Point: 185-187°C
• Mass Shift: M+9

Safety Information

• Storage Condition: -20°C Freezer
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338

Product Information

• Grade: VETRANAL™, analytical standard
• Empirical Formula (Hill Notation): C13D9H10N3O

DETAILS

Sigma Aldrich - 35398

Legal Information
VETRANAL is a trademark of Sigma-Aldrich Co. LLC

Toronto Research Chemicals - C441622

A labelled intermediate for Cimaterol-d7 (C441602), a β-adrenergic agonist.

REFERENCES

• Engelhardt, G., et al.: Arzneim.-Forsch., 34, 1625 (1984)