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

• ChemBase ID: 105318
• Molecular Formular: C12H17N3O
• Molecular Mass: 219.28288
• Monoisotopic Mass: 219.13716218
• SMILES: CC(C)NCC(O)c1cc(C#N)c(N)cc1
• Canonical SMILES: N#Cc1cc(ccc1N)C(CNC(C)C)O
• InChI: InChI=1S/C12H17N3O/c1-8(2)15-7-12(16)9-3-4-11(14)10(5-9)6-13/h3-5,8,12,15-16H,7,14H2,1-2H3
• InChIKey: BUXRLJCGHZZYNE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-amino-5-{1-hydroxy-2-[(propan-2-yl)amino]ethyl}benzonitrile
• IUPAC Traditional name: cimaterol
• Synonyms: Cimaterol; CIMATEROL; 2-Amino-5-(1-hydroxy-2-isopropylaminoethyl)benzonitrile; Cimaterol; 2-Amino-5-[1-hydroxy-2-[(1-methylethyl)amino]ethyl]benzonitrile; CL 263780; 2-氨基-5-(1-羟基-2-异丙基氨基乙基)苯甲腈; 西马特罗

Database IDs

• CAS Number: 54239-37-1
• MDL Number: MFCD00209815
• Beilstein Number: 2418129
• PubChem SID: 162092096
• PubChem CID: 2755

CALCULATED PROPERTIES

• Acid pKa: 14.111284
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -2.4809568
• LogD (pH = 7.4): -1.4402385
• Log P: 0.7018129
• Molar Refractivity: 64.8579 cm^3
• Polarizability: 24.646114 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: 159-161°C; 162-164°C

Safety Information

• Storage Condition: -20°C Freezer, Under Inert Atmosphere; Room Temperature (15-30°C), Protect from light
• RTECS: DI2457930
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22-36-43
• Safety Statements: 26-36/37
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H317-H319
• GHS Precautionary statements: P280-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Product Information

• Grade: VETRANAL™, analytical standard
• Empirical Formula (Hill Notation): C12H17N3O

DETAILS

MP Biomedicals - 02159757

A β-adrenergic agonist.

Sigma Aldrich - 32568

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

Toronto Research Chemicals - C441600

A β-adrenergic agonist, related to Clenbuterol and Mabuterol. A repartitioning agent.

REFERENCES

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