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92951

Supelco

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
MDL number:
MFCD09028068
UNSPSC Code:
85151701
PubChem Substance ID:
329770186

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

SMILES string

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

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

InChI key

YIICVSCAKJMMDJ-JTQLQIEISA-N

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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

Signal Word

Warning

Hazard Statements

H302

Precautionary Statements

P264 - P270 - P301 + P312 - P501

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
BCBW5957
BCBV3812
BCBT5289
BCBT1347
BCBP7865V

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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
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.
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
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
Tejas Vyas et al.
Fitoterapia, 82(3), 446-453 (2010-12-29)
The oral bioavailability of vasicine (1) was investigated in hard gelatin capsules of lyophilized Vasa Swaras (aqueous extract of Adhatoda vasica Nees.,Fam.: Acanthaceae) The rat pharmacokinetic profile of lyophilized Vasa Swaras, Vasa Swaras, vasicine (1) (chief marker compounds of A.
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