4-[(1S,2R)-1-hydroxy-2-{[2-(4-hydroxyphenyl)ethyl]amino}propyl]phenol hydrochloride

• ChemBase ID: 73068
• Molecular Formular: C17H22ClNO3
• Molecular Mass: 323.81448
• Monoisotopic Mass: 323.12882125
• SMILES: c1c(ccc(c1)[C@@H]([C@H](NCCc1ccc(cc1)O)C)O)O.Cl
• Canonical SMILES: Oc1ccc(cc1)CCN[C@@H]([C@H](c1ccc(cc1)O)O)C.Cl
• InChI: InChI=1S/C17H21NO3.ClH/c1-12(17(21)14-4-8-16(20)9-5-14)18-11-10-13-2-6-15(19)7-3-13;/h2-9,12,17-21H,10-11H2,1H3;1H/t12-,17-;/m1./s1
• InChIKey: IDLSITKDRVDKRV-JSUROZADSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[(1S,2R)-1-hydroxy-2-{[2-(4-hydroxyphenyl)ethyl]amino}propyl]phenol hydrochloride
• IUPAC Traditional name: 4-[(1S,2R)-1-hydroxy-2-{[2-(4-hydroxyphenyl)ethyl]amino}propyl]phenol hydrochloride
• Synonyms: DU 21220; Miolene; NSC 291565; Ritodrine hydrochloride

Database IDs

• CAS Number: 23239-51-2
• PubChem SID: 162037988
• PubChem CID: 3040551

CALCULATED PROPERTIES

• Acid pKa: 9.154391
• H Acceptors: 4
• H Donor: 4
• LogD (pH = 5.5): -0.4678472
• LogD (pH = 7.4): 0.5068871
• Log P: 1.8155849
• Molar Refractivity: 83.0167 cm^3
• Polarizability: 32.40149 Å^3
• Polar Surface Area: 72.72 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Condition: -20°C

Product Information

• Salt Data: hydrochloride

DETAILS

Selleck Chemicals - S2533

Research Area: hydrochloride
Biological Activity:
Ritodrine hydrochloride (DU 21220; Miolene; NSC 291565; Pre-Par) is a hydrochloride salt of ritodrine which is a β-2 adrenergic receptor agonist. Ritodrine hydrochloride is an adrenergic receptor stimulant. Ritodrine hydrochloride (DU 21220; Miolene; NSC 291565; Pre-Par) can effectively inhibit uterine smooth muschle contraction. Ritodrine hydrochloride (DU 21220; Miolene; NSC 291565; Pre-Par) gives priority to act on the adrenergic receptors on the uterine smooth muscle through membrane-mediated effects of uterine smooth muscle cells, and uterine smooth muscle cells β2-adrenegic receptor to activate cell membrane adenylate cyclase to adenosine triphosphate into cyclic adenosine monophosphate (cAMP), leading to increased intracellular cAMP, thus reducing myosin light chain kinase activity in reducing intracellular calcium concentration in the same time, reduce the myosin actin units of calcium sensitivity of contraction, so that uterine muscle relaxation, thereby inhibiting contraction of the uterus, extending time to pregnancy. Ritodrine hydrochloride (DU 21220; Miolene; NSC 291565; Pre-Par) is used to stop premature labor. [1][2]References on Ritodrine HCl (Yutopar)[] Indian J Med Res, February 2005, 121:120-127

REFERENCES

• Li X et al. Indian J Med Res. 2005 Feb; 121(2)