118-08-1 Usage
Description
(-)-BETA-HYDRASTINE, also known as (1R,9S)-(–)-β-Hydrastine, is an enantiomer of the alkaloid hydrastine derived from Hydrastis canadensis. It is a natural product that possesses the ability to inhibit dopamine biosynthesis by suppressing tyrosine hydroxylase activity. (-)-BETA-HYDRASTINE also inhibits dopamine release, L-type and caffeine-activated store-operated Ca2+ channels, and prevents Ca2+ leakage from intracellular stores.
Uses
Used in Pharmaceutical Industry:
(-)-BETA-HYDRASTINE is used as an inhibitor of dopamine biosynthesis for its potential role in managing conditions related to dopamine dysregulation. Its ability to modulate dopamine levels makes it a candidate for the development of therapeutic agents targeting neurological disorders.
Used in Anesthetic Applications:
(-)-BETA-HYDRASTINE is used as a local anesthetic, leveraging its ability to block nerve conduction and provide pain relief during medical procedures.
Used in Cardiology:
(-)-BETA-HYDRASTINE is used as an antiarrhythmic agent, helping to regulate abnormal heart rhythms and maintain cardiac function. Its effects on ion channels and calcium leakage contribute to its potential use in treating arrhythmias.
Check Digit Verification of cas no
The CAS Registry Mumber 118-08-1 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,1 and 8 respectively; the second part has 2 digits, 0 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 118-08:
(5*1)+(4*1)+(3*8)+(2*0)+(1*8)=41
41 % 10 = 1
So 118-08-1 is a valid CAS Registry Number.
InChI:InChI=1/C21H21NO6/c1-22-7-6-11-8-15-16(27-10-26-15)9-13(11)18(22)19-12-4-5-14(24-2)20(25-3)17(12)21(23)28-19/h4-5,8-9,18-19H,6-7,10H2,1-3H3/t18-,19-/m1/s1
118-08-1Relevant articles and documents
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Teitel,S. et al.
, p. 1879 - 1881 (1972)
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Studies on asymmetric total synthesis of (?)-β-hydrastineviaa chiral epoxide ring-opening cascade cyclization strategy
Cheng, Maosheng,Li, Jihui,Liu, Yongxiang,Meng, Jiaxin,Qin, Qiaohua,Song, Xinjing,Wu, Tianxiao,Zhao, Dongmei,Zheng, Yang
, p. 18953 - 18958 (2020/06/08)
Herein, facile and enantioselective approaches to synthesize the core phthalide tetrahydroisoquinoline scaffold of (?)-β-hydrastineviaboth a CF3COOH-catalyzed (86% ee) and KHMDS-catalyzed (78% ee) epoxide ring-opening/transesterification cascade cyclization from chiral epoxide under very mild conditions are described. The key elements include a highly enantioselective epoxidation using the Shi ketone catalyst and an intramolecular CF3COOH-catalyzed cascade cyclization in one pot, and a late-stage C-3′ epimerization under MeOK/MeOH conditions as the key steps to achieve the first total synthesis of (?)-β-hydrastine (up to 81% ee).
Novel Zinc-Promoted Alkylation of Iminium Salts. New Synthesis of Benzylisoquinoline, Phthalidylisoquinoline, and Protoberberine Alkaloids and Related Compounds
Shono, Tatsuya,Hamaguchi, Hiroshi,Sasaki, Manji,Fujita, Shumei,Nagami, Kimihiko
, p. 1621 - 1628 (2007/10/02)
Zinc-promoted reductive coupling reaction of iminium salts with alkyl halides was found to be a successful key reaction for synthesis of a variety of alkaloids such as benzylisoquinoline, phthalidylisoquinoline, and protoberberine alkaloids.More specifically, laudanosine, cordrastine, hydrastine, narcotine, tetrahydropalmatine, and canadine were obtained.A new route for the synthesis of the emetine and yohimbine skeletons was exploited.
