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C7124

Sigma-Aldrich

Cryptolepine hydrate

≥98% (HPLC)

Synonym(s):

5-Methyl-5H-quindoline hydrate

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About This Item

Empirical Formula (Hill Notation):
C16H12N2 · xH2O
CAS Number:
480-26-2
Molecular Weight:
232.28 (anhydrous basis)
MDL number:
MFCD17215953
UNSPSC Code:
12352200
PubChem Substance ID:
329775140
NACRES:
NA.77

Assay

≥98% (HPLC)

form

powder

color

purple

solubility

DMSO: ≥5 mg/mL

storage temp.

2-8°C

SMILES string

O.Cn1c2ccccc2cc3nc4ccccc4c13

InChI

1S/C16H12N2.H2O/c1-18-15-9-5-2-6-11(15)10-14-16(18)12-7-3-4-8-13(12)17-14;/h2-10H,1H3;1H2

InChI key

AOTFRBDOIUZYCT-UHFFFAOYSA-N

Biochem/physiol Actions

Cryptolepine hydrate is a cytoxic, anti-cancer, antimalarial agent

Pictograms

CorrosionExclamation mark
GHS05,GHS07

Signal Word

Danger

Hazard Statements

H302,H315,H318,H335

Precautionary Statements

P261 - P280 - P305 + P351 + P338

Hazard Classifications

Acute Tox. 4 Oral - Eye Dam. 1 - Skin Irrit. 2 - STOT SE 3

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
060M4633V
060M4633

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Yu-Jing Lu et al.
Chemical communications (Cambridge, England), 47(17), 4971-4973 (2011-03-25)
A new switch-on fluorescent probe containing the natural product cryptolepine analogue benzofuroquinolinium moiety (binding scaffold) and a benzothiazole moiety (signalling unit) shows a remarkable fluorescence enhancement selective for the G-quadruplex nucleic acid structure. Binding studies revealed that the highly selective
Colin W Wright
The Journal of pharmacy and pharmacology, 59(6), 899-904 (2007-07-20)
Increasing resistance of Plasmodium falciparum to commonly used antimalarial drugs has made the need for new agents increasingly urgent. In this paper, the potential of cryptolepine, an alkaloid from the West African shrub Cryptolepis sanguinolenta, as a lead towards new
Awotunde J Oluwafemi et al.
Natural product communications, 4(2), 193-198 (2009-04-18)
The alkaloid cryptolepine (1) and eight synthetic analogues (2-8) were assessed for in vitro activities against Trypanosoma brucei. Four of the analogues were found to be highly potent with IC50 values of less than 3 nM and three of these
Harish C Pal et al.
Scientific reports, 7(1), 1498-1498 (2017-05-06)
Dysregulated mitochondrial dynamics and biogenesis have been associated with various pathological conditions including cancers. Here, we assessed the therapeutic effect of cryptolepine, a pharmacologically active alkaloid derived from the roots of Cryptolepis sanguinolenta, on melanoma cell growth. Treatment of human
João Lavrado et al.
Bioorganic & medicinal chemistry letters, 18(4), 1378-1381 (2008-01-22)
A series of cryptolepine derivatives has been synthesized through the incorporation of short basic side-chains in the C-11 position of the 10H-indolo[3,2-b]quinoline scaffold. Their antiplasmodial activity was evaluated in vitro against the chloroquine resistant Plasmodium falciparum W2 strain, showing IC(50)
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