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Basic information

  • Name:
  • Vincamine

  • CAS No.:
  • 1617-90-9

  • Molecular Structure:
  • Formula:
  • C21H26N2O3
  • Molecular Weight:
  • 354.49
  • Synonyms:
  • Vincapan;Pervincamine;Decincan;Eburnamenine-14-carboxylic acid,14,15-dihydro-14-hydroxy-,methyl ester,(3R,14a,16R)-;Vincamidol;Perval;Methyl vincaminate;Monorin;Eburnamenine-14-carboxylic acid, 14,15-dihydro-14-hydroxy-, methyl ester, (3alpha,14beta,16alpha)-;Minorin;Vinkametrin;Vinca-Ecobi;Anasclerol;Vincimax;Eburnamenine-14-carboxylic acid, 14,15-dihydro-14-hydroxy-, methyl ester, (3.alpha.,14.beta.,16.alpha.)-;Vinca-Minor;Equipur;Minorine;
  • EINECS:
  • 216-576-3
  • Density:
  • 1.36 g/cm3
  • Melting Point:
  • 232 °C (dec.)(lit.)
  • Boiling Point:
  • 508.9 °C at 760 mmHg
  • Flash Point:
  • 261.6 °C
  • Appearance:
  • white to almost white fine crystalline powder
  • Hazard Symbols:
  • HarmfulXn
  • Risk Codes:
  • 22
  • Safety Description:
  • 36 Details

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Chemistry

Molecular Structure of Vincamine (CAS NO.1617-90-9):

Molecular Formula: C21H26N2O3
Molecular Weight: 354.44
CAS Registry Number: 1617-90-9
H bond acceptors: 5
H bond donors: 1
Freely Rotating Bonds: 4
Polar Surface Area: 43.7 Å2
Index of Refraction: 1.681
Molar Refractivity: 98.28 cm3
Molar Volume: 259.6 cm3
Surface Tension: 54.2 dyne/cm
Density: 1.36 g/cm3
Flash Point: 261.6 °C
Enthalpy of Vaporization: 82.06 kJ/mol
Boiling Point: 508.9 °C at 760 mmHg
Vapour Pressure: 3.53E-11 mmHg at 25°C
Melting point: 232 oC (dec.)
EINECS: 216-576-3
Storage temp: 2-8°C
Merck: 9983
Product Categories: Alkaloids;Biochemistry; Indole Alkaloids; AlkaloidAsymmetric Synthesis; Biochemicals Found in Plants; Chiral Building Blocks; Complex Molecules; Nutrition Research

Toxicity Data With Reference

1.    

ipr-rat LD50:253 mg/kg

    ARZNAD    Arzneimittel-Forschung. Drug Research. 32 (1982),601.
2.    

orl-mus LD50:1 g/kg

    ARZNAD    Arzneimittel-Forschung. Drug Research. 10 (1960),811.
3.    

ipr-mus LD50:215 mg/kg

    EJMCA5    European Journal of Medicinal Chemistry. Chimie Therapeutique. 16 (1981),191.
4.    

ivn-mus LD50:47,740 µg/kg

    AGSOA6    Agressologie. Revue Internationale de Physio-Biologie et de Pharmacologie Appliquees aux Effets de l’Agression. 19 (1978),211.

Safety Profile

Poison by intravenous and intraperitoneal routes. Moderately toxic by ingestion. When heated to decomposition it emits toxic fumes of NOx. Used as a vasodilator.
Hazard Codes: HarmfulXn
Risk Statements: 22
R22:Harmful if swallowed.
Safety Statements: 36
S36:Wear suitable protective clothing.
WGK Germany: 3
RTECS: YY8575000

Specification

  Vincamine , with CAS number of 1617-90-9, can be called Eburnamenine-14-carboxylic acid, 14,15-dihydro-14-hydroxy-, methyl ester, (3alpha,14beta,16.) ; Oligo Proanthocyanidin ; Vincasaunier ; Vincadar ; 14,15-Dihydro-14-hydroxyeburnamenine-14-carboxylic acid methyl ester ; Eburnamenine-14-carboxylic acid, 14,15-dihydro-14-hydroxy-, methyl ester, (3.alpha.,14.beta.,16.alpha.)- . It is a white to almost white fine crystalline powder, Vincamine is often used as a nootropic agent to combat the effects of aging, or in conjunction with other nootropics (such as piracetam) for a variety of purposes. Vincamine (CAS NO.1617-90-9) is a peripheral vasodilator that increases blood flow to the brain. Vincamine is an indole alkaloid (specifically a tryptamine) found in the leaves of Vinca minor, comprising about 25-65% of the indole alkaloids found in Vinca minor by weight. Vincamine is also found in the species Catharanthus roseus. Vincamine can be synthesized from related alkaloids.

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