(-)-BETA-HYDRASTINE Chemical Properties

Melting point:

132℃

alpha 

D20 -50° (c = 0.3 in abs alc)

Boiling point:

510.32°C (rough estimate)

Density 

1.339±0.06 g/cm3 (20 ºC 760 Torr)

refractive index 

1.5614 (estimate)

storage temp. 

−20°C

solubility 

DMF: 10 mg/ml; DMSO: 10 mg/ml

form 

A crystalline solid

pka

7.8(at 25℃)

color 

White to light yellow

Water Solubility 

30mg/L(20 ºC)

CAS DataBase Reference

118-08-1(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xn

Risk Statements 

20/21/22

Safety Statements 

36

RIDADR 

1544

WGK Germany 

3

RTECS 

MU6030000

HazardClass 

6.1(b)

PackingGroup 

III

HS Code 

2939800000

MSDS

• Language:English Provider:SigmaAldrich

(-)-BETA-HYDRASTINE Usage And Synthesis

Description

(1R,9S)-(–)-β-Hydrastine is an enantiomer of the alkaloid hydrastine that inhibits dopamine biosynthesis (IC₅₀ = 20.7 μM in PC12 cells) by inhibiting tyrosine hydroxylase activity. It inhibits dopamine release with an IC₅₀ value of 66.5 μM in the presence of high extracellular K⁺ levels. It also inhibits L-type and caffeine-activated store-operated Ca²⁺ channels and prevents Ca²⁺ leakage from intracellular stores.

Uses

anesthetic (local), antiarrhythmic

Uses

(-)-β-Hydrastine is an inhibitor of Dopamine biosynthesis.

Definition

ChEBI: A natural product found in Hydrastis canadensis.

References

[1] SO KIM1. Effects of Hydrastine Derivatives on Dopamine Biosynthesis in PC12 Cells[J]. Planta medica, 2001, 67 1: 609-613. DOI: 10.1055/s-2001-17356
[2] SHOU YU YIN . Enantio-selective inhibition of (1R,9S)- and (1S,9R)-β-hydrastines on dopamine biosynthesis in PC12 cells[J]. Neuropharmacology, 2004, 47 7: Pages 1045-1052. DOI: 10.1016/j.neuropharm.2004.07.033
[3] SHOU YU YIN. Effects of (1R,9S)-beta-hydrastine on intracellular calcium concentration in PC12 cells.[J]. Biological & pharmaceutical bulletin, 2007, 30 8: 1547-1550. DOI: 10.1248/bpb.30.1547
[4] SHOU YU YIN. Inhibitory effects of (1R,9S)-β-hydrastine on calcium transport in PC12 cells[J]. Archives of Pharmacal Research, 2007, 30 1: 109-113. DOI: 10.1007/bf02977786

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