Apovincamine

Modify Date: 2024-01-10 18:24:28

Apovincamine Structure
Apovincamine structure
Common Name Apovincamine
CAS Number 4880-92-6 Molecular Weight 336.42700
Density 1.3g/cm3 Boiling Point 405.7ºC at 760mmHg
Molecular Formula C21H24N2O2 Melting Point 160-162℃
MSDS N/A Flash Point 199.1ºC

 Use of Apovincamine


Apovincamine (cis-Apovincamine) is an indole alkaloid isolated from the Malaysian Alstonia pneumatophora (Apocynaceae). Apovincamine shows anti-melanogenesis activity[1].

 Names

Name Apovincamine
Synonym More Synonyms

 Apovincamine Biological Activity

Description Apovincamine (cis-Apovincamine) is an indole alkaloid isolated from the Malaysian Alstonia pneumatophora (Apocynaceae). Apovincamine shows anti-melanogenesis activity[1].
Related Catalog
In Vitro Apovincamine (cis-Apovincamine; 6.3, 12.5, 25, 50, 100 μM) dose-dependently inhibits cells viability with an IC50 of 49.8 μM and shows anti-melanogenesis in B16 mouse melanoma cells[1].
References

[1]. Koichiro Koyama, et al. Alpneumines A-H, new anti-melanogenic indole alkaloids from Alstonia pneumatophore. Bioorg Med Chem. 2010 Jun 15;18(12):4415-21.

 Chemical & Physical Properties

Density 1.3g/cm3
Boiling Point 405.7ºC at 760mmHg
Melting Point 160-162℃
Molecular Formula C21H24N2O2
Molecular Weight 336.42700
Flash Point 199.1ºC
Exact Mass 336.18400
PSA 34.47000
LogP 3.69610
Index of Refraction 1.678

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
JW4793000
CHEMICAL NAME :
Eburnamenine-14-carboxylic acid, methyl ester, (3-alpha,16-alpha)-
CAS REGISTRY NUMBER :
4880-92-6
LAST UPDATED :
199806
DATA ITEMS CITED :
2
MOLECULAR FORMULA :
C21-H24-N2-O2
MOLECULAR WEIGHT :
336.47

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
2200 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
FRXXBL French Demande Patent Document. (U.S. Patent and Trademark Office, Foreign Patents, Washington, DC 20231) Volume(issue)/page/year: #2319362
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
>2 gm/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
USXXAM United States Patent Document. (U.S. Patent Office, Box 9, Washington, DC 20231) Volume(issue)/page/year: #4140777

 Safety Information

RIDADR NONH for all modes of transport

 Precursor & DownStream

Precursor  0

DownStream  1

 Articles3

More Articles
Effects of aging and vincamine derivatives on pericapillary microenvironment: stereological characterization of the cerebral capillary network.

Neurobiol. Aging 11(1) , 39-46, (1990)

Changes in the pericapillary microenvironment of adult (18-month-old) and senescent (27 1/2-month-old) Fischer-344 rats treated for 6 weeks with daily IP injections of brovincamine or apovincamine (0,...

Alpneumines A-H, new anti-melanogenic indole alkaloids from Alstonia pneumatophora.

Bioorg. Med. Chem. 18(12) , 4415-21, (2010)

Eight new indole alkaloids, alpneumines A-H (1-8) were isolated from the Malaysian Alstonia pneumatophora (Apocynaceae) and their structures were determined by MS and 2D NMR spectroscopic methods. Alp...

Synthesis of vinca alkaloids and related compounds. Part 84. Sulfonamide derivatives of some vinca alkaloids with cardiovascular activity.

Arch. Pharm. (Weinheim) 330(6) , 190-8, (1997)

(+)-Vincamine (1) and (+)-vinpocetine (2) were chlorosulfonylated and the resulting sulfonyl chloride isomers (3-6) were transformed into sulfonamides (7-10). The ester group of sulfonamides was modif...

 Synonyms

Apo-14,15-dehydrovincamine
14,15-dehydrovincamine
Apovincamina [spanish]
eburnamenine-14-carboxylic acid methyl ester
Apovincaminum [latin]
Apovincaminum
Vinpocetine impurity B
Apovincaminic acid methyl
(3S,16S)-Apovincaminsaeure
Apovincamina
(+)-trans-Cavinton