4-[(1R)-1-hydroxy-2-[(propan-2-yl)amino]ethyl]benzene-1,2-diol hydrochloride

• ChemBase ID: 133386
• Molecular Formular: C11H18ClNO3
• Molecular Mass: 247.71852
• Monoisotopic Mass: 247.09752112
• SMILES: CC(C)NC[C@@H](c1ccc(c(c1)O)O)O.Cl
• Canonical SMILES: CC(NC[C@@H](c1ccc(c(c1)O)O)O)C.Cl
• InChI: InChI=1S/C11H17NO3.ClH/c1-7(2)12-6-11(15)8-3-4-9(13)10(14)5-8;/h3-5,7,11-15H,6H2,1-2H3;1H/t11-;/m0./s1
• InChIKey: IROWCYIEJAOFOW-MERQFXBCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[(1R)-1-hydroxy-2-[(propan-2-yl)amino]ethyl]benzene-1,2-diol hydrochloride
• IUPAC Traditional name: (-)-isoproterenol hydrochloride
• Synonyms: (-)-N-Isopropyl-L-noradrenaline hydrochloride; (R)-3,4-Dihydroxy-α-(isopropylaminomethyl)benzyl alcohol hydrochloride; (-)-Isoproterenol hydrochloride; (-)-Isoprenaline hydrochloride; (-)-异丙去甲肾上腺素 盐酸盐

Database IDs

• CAS Number: 5984-95-2
• MDL Number: MFCD00064548
• Beilstein Number: 6077193
• PubChem SID: 162227663; 24278495
• PubChem CID: 656783

CALCULATED PROPERTIES

• Acid pKa: 9.814519
• H Acceptors: 4
• H Donor: 4
• LogD (pH = 5.5): -2.1009066
• LogD (pH = 7.4): -0.9903411
• Log P: 0.24020568
• Molar Refractivity: 58.3977 cm^3
• Polarizability: 22.887892 Å^3
• Polar Surface Area: 72.72 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 175 °C (dec.)(lit.)

Safety Information

• RTECS: DO1926000
• 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: -20°C

Pharmacology Properties

• Gene Information: human ... ADRB2(154)

Product Information

• Purity: ≥98.0% (TLC)
• Linear Formula: 3,4-(HO)2C6H3CH(OH)CH2NHCH(CH3)2·HCl

DETAILS

Sigma Aldrich - I6504

Frequently Asked Questions
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Biochem/physiol Actions
β-adrenoceptor agonist; increases cytosolic cAMP.

Sigma Aldrich - 59648

Biochem/physiol Actions
β-adrenoceptor agonist; increases cytosolic cAMP.
Other Notes
A β-adrenergic agonist. Regulation of protein phosphorylation by inotropic agents in isolated rat myocardial cells1