Vincamine

ChemicalBook > CAS DataBase List > 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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Vincamine Suppliers

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View Lastest Price from Vincamine manufacturers

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 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

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