ChemicalBook > CAS DataBase List > Vincamine

Vincamine

Product Name
Vincamine
CAS No.
1617-90-9
Chemical Name
Vincamine
Synonyms
Vinca;Vraap;Perval;Equipur;Minorin;Monorin;Novicet;Pervone;Oxybral;Angiopac
CBNumber
CB7344925
Molecular Formula
C21H26N2O3
Formula Weight
354.44
MOL File
1617-90-9.mol
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Vincamine Property

Melting point:
232 °C (dec.)(lit.)
alpha 
42.8 º (c=1 in pyridine)
Boiling point:
487.66°C (rough estimate)
Density 
1.1640 (rough estimate)
refractive index 
1.6500 (estimate)
storage temp. 
Keep in dark place,Inert atmosphere,2-8°C
solubility 
Chloroform (Slightly), DMSO (Slightly)
pka
12.13±0.40(Predicted)
form 
Solid
color 
White to Off-White
optical activity
[α]23/D +42.8°, c = 1 in pyridine
Merck 
14,9983
Stability:
Hygroscopic
LogP
3.100 (est)
NIST Chemistry Reference
Vincamine(1617-90-9)
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Safety

Hazard Codes 
Xn
Risk Statements 
22
Safety Statements 
36-26
WGK Germany 
3
RTECS 
YY8575000
HS Code 
29399990
Hazardous Substances Data
1617-90-9(Hazardous Substances Data)
Toxicity
LD50 in mice (mg/kg): 75 i.v.; >1000 s.c. (Szporny, Szász); 1000 orally (Szabo, Nagy)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
Y0002124
Product name
Vincamine
Purity
European Pharmacopoeia (EP) Reference Standard
Packaging
Y0002124
Price
$150
Updated
2024/03/01
Sigma-Aldrich
Product number
75778
Product name
Vincamine
Purity
analytical standard
Packaging
50mg
Price
$108
Updated
2022/05/15
TCI Chemical
Product number
V0061
Product name
Vincamine
Purity
>98.0%(T)
Packaging
1g
Price
$84
Updated
2024/03/01
TCI Chemical
Product number
V0061
Product name
Vincamine
Purity
>98.0%(T)
Packaging
5g
Price
$281
Updated
2024/03/01
Alfa Aesar
Product number
J60545
Product name
Vincamine
Purity
98%
Packaging
1g
Price
$103
Updated
2023/06/20
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Vincamine Chemical Properties,Usage,Production

Description

Vincamine is an alkaloid extracted from the leaves of the Vinca minor and is a related synthetic ethyl ester of vincaminic acid. It has spasmolytic effects similar to reserpine and can potentially improve blood flow in the brain.

Chemical Properties

white to almost white fine crystalline powder

Originator

Pervancamine ,Dausse,France,1969

Uses

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 is a peripheral vasodilator that increases blood flow to the brain.

Definition

ChEBI: Vincamine is a vinca alkaloid, an alkaloid ester, an organic heteropentacyclic compound, a methyl ester and a hemiaminal. It has a role as an antihypertensive agent, a vasodilator agent and a metabolite. It is functionally related to an eburnamenine.

Manufacturing Process

The following route is described in US Patent 4,145,552: At ambient temperature, over a period of thirty minutes, a solution of 33.8g (0.1mol) of (-)-vincadiformine in a mixture of 140 ml of anhydrous dimethylformamide and 140 ml of anhydrous toluene is added to a suspension of 2.64 g (0.11 mol) of sodium hydride in a mixture of 200 ml of anhydrous tetrahydrofuran, 20 ml of anhydrous hexamethylphosphotriamide (EMPT) and 18.7 ml (0.14 mol) of trimethyl phosphite. When the release of hydrogen has finished (about two hours later), the solution is cooled to -10°C and then stirred under an oxygen atmosphere until absorption ceases (duration: 3 hours). Still at -10°C, 136 ml of glacial acetic acid are added, and the mixture is then left at ambient temperature for two hours. After the addition of 500 ml of 1 N sulfuric acid, the aqueous phase is isolated, reextracted with 150 ml of isopropyl ether, made alkaline with 350 ml of 11 N ammonia, then extracted 3 times with 300 ml aliquots of methylene chloride. After drying over calcium chloride and evaporating the solvent, 30.2 g of crude product are obtained which, when chromatographed on a column of silica gel (1.5 kg) yield, 9.9 g of vincamine (yield: 28%) melting point (decomp.): 250°C.

brand name

Cerebroxine;Cetal;Ocu-vinc;Oxygeron;Pervincamine;Vadicate;Vinca minor;Vincacen;Vincapront;Vincavix;Vincimax.

Therapeutic Function

Vasodilator

World Health Organization (WHO)

Vincamine, an alkaloid derived from Vinca minor, is claimed to increase cerebral circulation and utilization of oxygen. It is used in a variety of cerebral disorders and is widely marketed for this purpose.

benefits

Vincamine is a naturally occurring indole alkaloid showing antioxidant activity and has been used clinically for the prevention and treatment of cerebrovascular disorders and insufficiencies. It has been well documented that antioxidants may contribute to cancer treatment, and thus, vincamine has been investigated recently for its potential antitumor activity. Vincamine was found to show cancer cell cytotoxicity and to modulate several important proteins involved in tumor growth, including acetylcholinesterase (AChE), mitogen-activated protein kinase (MAPK), nuclear factor-κB (NF-κB), nuclear factor erythroid 2-related factor 2 (Nrf2), and T-box 3 (TBX3).

General Description

Vincamine is a monoterpenoid indole alkaloid found in the leaves of Vinca minor L., belonging to the Apocynaceae family.

Vincamine Preparation Products And Raw materials

Raw materials

Preparation Products

Vinpocetine
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View Lastest Price from Vincamine manufacturers

Hebei Zhuanglai Chemical Trading Co Ltd
Product
Vincamine 1617-90-9
Price
US $150.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
500kg
Release date
2024-11-29
WUHAN FORTUNA CHEMICAL CO., LTD
Product
Vincamine 1617-90-9
Price
US $0.00/Kg/Bag
Min. Order
1KG
Purity
98.5%-101.5%
Supply Ability
100kg
Release date
2021-09-15
Hebei Weibang Biotechnology Co., Ltd
Product
Vincamine 1617-90-9
Price
US $10.00/KG
Min. Order
100KG
Purity
99%
Supply Ability
100 mt
Release date
2024-11-22

1617-90-9, VincamineRelated Search:

CHLOROPHOSPHONAZO III Ethylparaben Ethyl formate Ethanol Ethyl acetate Ethyl pyruvate ISOXADIFEN-ETHYL Ethyl acrylate Vincamine for system suitability VERBENALIN Vincristine Vetivert oil Verbena Oil VINBLASTINE DIMETHYL-(1-METHYL-1H-PYRROL-2-YLMETHYL)-AMINE Vinpocetine apovincamine 2-Amino-5-diethylaminopentane

  • (+)-cis-Vincamine
  • (3alpha,14beta,16alpha)-14,15-Dihydro-14-hydroxyeburnamenine-14-carboxylic acidmethyl ester
  • (3alpha,14beta,16alpha)-Dihydro-14-hydroxyeburnamenine-14-carboxylic acid methyl ester
  • 14,15-Dihydro-14-hydroxyeburnamenine-14-carboxylic acid methyl ester
  • (41S,12S,13aS)-methyl
  • Eburnamenine-14-carboxylic acid, 14,15-dihydro-14-hydroxy-, methyl ester, (3a,14b,16a)-
  • Oxicebral
  • Vincamine(8.5%)
  • VINCAMINE(P)
  • Methyl (3alpha,14beta,16alpha)-14-hydroxy-14,15-dihydroeburnamenine-14-carboxylate
  • Methy(3α,16α)-14,15-dihydro-14β-hydroxy-eburnamenine-14-carboxylate
  • 14,15-dihydro-14-hydroxyeburnamenine-14-carboxylicacidmethylester
  • 1H-Indolo[3,2,1-de]pyrido[3,2,1-ij][1,5]naphthyridine, eburnamenine-14-carboxylic acid deriv.
  • Alkaloid obtained from Vinca minor
  • Anasclerol
  • Anasclerol (base)
  • Angiopac
  • Arteriovinca
  • cis-Vincamine
  • Decincan
  • Devincan
  • Devinkan
  • Eburnamenine-14-carboxylic acid, 14,15-dihydro-14-hydroxy-, methyl ester, (3alpha,14beta,16alpha)-
  • eburnamenine-14-carboxylicacid,14,15-dihydro-14-hydroxy-,methylester,(3a
  • Eburnamine-14-carboxylic acid,14,15-dihydro-14-hydroxy-, methyl ester,3alpha,14beta,16alpha)-
  • Equipur
  • lpha,14beta,16.)
  • Methyl 14-hydroxy-14,15-dihydroeburnamenine-14-carboxylate
  • Methyl vincaminate
  • methylvincaminate
  • Minorin
  • Minorine
  • Monorin
  • VINCAMINE(RG)
  • Vincamine (base and/or unspecified salts)
  • (3aS,5S,11S)-3a-Ethyl-5-hydroxy-1,2,3,3a,4,5,10,11b-octahydro-11H-5a,11a-diaza-benzo[cd]fluoranthene-5-carboxylic acid methyl ester
  • Vincamine 1617-90-9
  • 14,15-DIHYDRO-14-HYDROXYBURNAMENINE-14-CARBOXYLIC ACID METHYL ESTER
  • VINCAMINE
  • VINCAMINE BASE
  • Teprosilic
  • VINCAMINE 98+%
  • Novicet
  • NSC-91998
  • Ocu-vinc
  • Oxygeron
  • Perval
  • Pervincamine
  • Pervone
  • Sostenil
  • Tripervan
  • Vinca
  • Vincachron
  • Vincadar
  • Vinca-Ecobi
  • Vincafarm
  • Vincafolina
  • Vincafor