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Merck
CN

92951

Vasicine

analytical standard

Synonym(s):

(−)-Peganine, (3S)-1,2,3,9-Tetrahydropyrrolo[2,1-b]quinazolin-3-ol

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About This Item

Empirical Formula (Hill Notation):
C11H12N2O
CAS Number:
6159-55-3
Molecular Weight:
188.23
UNSPSC Code:
85151701
PubChem Substance ID:
329770186
MDL number:
MFCD09028068

Key Documents

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InChI

1S/C11H12N2O/c14-10-5-6-13-7-8-3-1-2-4-9(8)12-11(10)13/h1-4,10,14H,5-7H2/t10-/m0/s1

SMILES string

O[C@@H]1C2=NC3=CC=CC=C3CN2CC1

InChI key

YIICVSCAKJMMDJ-JTQLQIEISA-N

grade

analytical standard

assay

≥95.0% (HPLC)

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

application(s)

food and beverages

format

neat

Quality Level

100

Application

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

涉药品监管产品
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Certificates of Analysis (COA)

Lot/Batch Number
BCBW5957
BCBV3812
BCBT5289
BCBT1347

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Pragya Misra et al.
The Journal of antimicrobial chemotherapy, 62(5), 998-1002 (2008-08-13)
The aim of this study was to resolve the putative pathway responsible for death induced by peganine hydrochloride dihydrate isolated from Peganum harmala seeds at cellular, structural and molecular level in Leishmania donovani, a causative agent of fatal visceral leishmaniasis.
B F Gibbs
International journal of immunopathology and pharmacology, 22(4), 919-927 (2010-01-16)
Ambroxol is a widely used secretolytic agent originally developed from vasicine, a natural alkaloid found in Adhatoda vasica, extracts of which have been used to treat bronchitis, asthma, and rheumatism. We previously reported that ambroxol inhibits IgE-dependent mediator secretion from
S Ignacimuthu et al.
Journal of biosciences, 35(4), 565-570 (2011-02-04)
In folk medicine, Adhatoda vasica Ness. (Acanthaceae) is used to treat asthma and cough. The leaves of A. vasica were powdered and extracted with hexane, ethyl acetate and methanol. The hexane extract showed 97 percent reduction in colony-forming units (CFU)
Sergey V Shevyakov et al.
Natural product research, 20(9), 871-881 (2006-06-07)
A general procedure for direct lithiation of deoxyvasicine was developed. 3-Lithiodeoxyvasicine intermediate was found to react with various aliphatic ketones providing derivatives of 3-(hydroxyalkyl)deoxyvasicine in good yields. Similar reaction with 4-alkylcyclohexanones yielded respective trans-adducts exclusively. This novel protocol was successfully
Sergey V Shevyakov et al.
Natural product research, 20(8), 735-741 (2006-06-07)
A reliable and high-yielding procedure for preparation of 7-aryl and 7-heteroaryl derivatives of (+/-)-vasicine in two steps from the naturally occurring material is described. This protocol broadens the chemical space for selective modifications of the vasicine tricyclic structure, thereby making
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