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Merck
CN

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

Key Documents

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grade

analytical standard

Quality Level

100

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

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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Xue-mei Cheng et al.
Phytochemical analysis : PCA, 21(3), 279-289 (2009-12-19)
Seeds of wild Peganum harmala Linn., P. multisectum (Maxim) Bobr., P. nigellastrum Bunge and a probable indeterminate species, herein referred to as P. variety, are commonly used in Chinese medicine. These seeds cannot be differentiated based on morphology. Seeds of
Harsha Pulpati et al.
Journal of AOAC International, 91(5), 1179-1185 (2008-11-05)
Peganum harmala Linn. seed is a reputed drug of the Indian systems of medicine. We report a simple high-performance thin-layer chromatography (HPTLC) densitometric method for the quantification of 4 alkaloids, viz., harmine, harmaline, vasicine, and vasicinone from P. harmala seed.
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(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
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