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5-(2-((3-(tert-Butylamino)-2-hydroxypropyl)thio)thiazol-4-yl)thiophene-2-carboxamide

Names

[ CAS No. ]:
68377-92-4

[ Name ]:
5-(2-((3-(tert-Butylamino)-2-hydroxypropyl)thio)thiazol-4-yl)thiophene-2-carboxamide

[Synonym ]:
Arotinolo
5-(2-{[3-(tert-Butylamino)-2-hydroxypropyl]sulfanyl}-1,3-thiazol-4-yl)thiophene-2-carboxamide
5-[2-({2-Hydroxy-3-[(2-methyl-2-propanyl)amino]propyl}sulfanyl)-1,3-thiazol-4-yl]-2-thiophenecarboxamide
Arottnolol
Arotinolol
UNII:394E3P3B99
2-Thiophenecarboxamide, 5-[2-[[3-[(1,1-dimethylethyl)amino]-2-hydroxypropyl]thio]-4-thiazolyl]-
(±)-5-[2-[[3-[(1,1-Dimethylethyl)amino]-2-hydroxypropyl]thio]-4-thiazolyl]-2-thiophenecarboxamide
ARL
2-(3'-tert-Butylamino-2'-hydroxypropylthio)-4-(5'-carbamoyl-2'-thienyl)thiazole
5-[2-({3-[(1,1-dimethylethyl)amino]-2-hydroxypropyl}thio)-1,3-thiazol-4-yl]thiophene-2-carboxamide

Biological Activity

[Description]:

Arotinolol is a nonselective α/β-adrenergic receptor blocker and a vasodilating β-blocker. Arotinolol is an antihypertensive agent for the treatment of a variety of cardiovascular pathologies as well as non-cardiovascular diseases[1].

[Related Catalog]:

Research Areas >> Cardiovascular Disease
Signaling Pathways >> GPCR/G Protein >> Adenosine Receptor

[Target]

IC50: α/β-adrenergic receptor


[In Vivo]

Arotinolol (oral gavage; 200 mg/kg; 8 weeks) can significantly decrease central arterial pressure (CAP) and pulse wave velocity (PWV), in addition, it reduces aortic collagen depositions and finally improves arterial stiffness in SHR mouse[1]. Animal Model: SHR mice[1] Dosage: 200 mg/kg Administration: Orally gavage; 200 mg/kg; once daily; 8 weeks Result: Improved arterial stiffness in SHR.

[References]

[1]. Zhou W, et al. Mechanisms of improved aortic stiffness by arotinolol in spontaneously hypertensive rats.PLoS One. 2014 Feb 12;9(2):e88722.

Chemical & Physical Properties

[ Density]:
1.4±0.1 g/cm3

[ Boiling Point ]:
599.8±60.0 °C at 760 mmHg

[ Melting Point ]:
148-149ºC

[ Molecular Formula ]:
C15H21N3O2S3

[ Molecular Weight ]:
371.541

[ Flash Point ]:
316.6±32.9 °C

[ Exact Mass ]:
371.079590

[ PSA ]:
170.02000

[ LogP ]:
2.67

[ Vapour Pressure ]:
0.0±1.8 mmHg at 25°C

[ Index of Refraction ]:
1.646

[ Storage condition ]:
2-8°C

Safety Information

[ Hazard Codes ]:
Xi

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Related Compounds