CAS 27773-65-5

(3α,16α)-eburnamenine-14-carboxylic acid

Description:

(3α,16α)-Eburnamenine-14-carboxylic acid is a chemical compound classified as an alkaloid, specifically derived from the Eburnamine family. This substance is characterized by its complex tetracyclic structure, which includes a fused ring system typical of many alkaloids. It features a carboxylic acid functional group at the 14-position, contributing to its acidic properties. The stereochemistry at the 3α and 16α positions is significant, influencing its biological activity and interaction with various receptors. Eburnamenine derivatives are known for their potential pharmacological effects, including analgesic and anti-inflammatory properties. The compound's solubility, stability, and reactivity can vary based on environmental conditions and the presence of other chemical species. As with many alkaloids, it may exhibit specific biological activities, making it of interest in medicinal chemistry and pharmacology. However, detailed studies are necessary to fully understand its mechanisms of action and potential therapeutic applications.

Formula: C₂₀H₂₂N₂O₂

InChI: InChI=1S/C20H22N2O2/c1-2-20-9-5-10-21-11-8-14-13-6-3-4-7-15(13)22(17(14)18(20)21)16(12-20)19(23)24/h3-4,6-7,12,18H,2,5,8-11H2,1H3,(H,23,24)/t18-,20+/m1/s1

InChI key: InChIKey=ZFCQLDAGNBFMJQ-QUCCMNQESA-N

SMILES: C(C)[C@]12[C@]3(C=4N(C=5C(C4CCN3CCC1)=CC=CC5)C(C(O)=O)=C2)[H]

Synonyms:

• (+)-cis-Apovincaminic acid
• (13aS,13bS)-13a-Ethyl-2,3,5,6,13a,13b-hexahydro-1H-indolo[3,2,1-de]pyrido[3,2,1-ij][1,5]naphthyridine-12-carboxylic acid
• (3alpha,16alpha)-Eburnamenine-14-carboxylic acid
• 1H-Indolo[3,2,1-de]pyrido[3,2,1-ij][1,5]naphthyridine, eburnamenine-14-carboxylic acid deriv.
• 1H-Indolo[3,2,1-de]pyrido[3,2,1-ij][1,5]naphthyridine-12-carboxylic acid, 13a-ethyl-2,3,5,6,13a,13b-hexahydro-, (13aS,13bS)-
• Apovincamin-22-oic acid
• Apovincamine acid
• Apovincaminic acid
• Eburnamenine-14-carboxylic acid, (3α,16α)-
• Vinpocetine Carboxylic Acid Control (Apo-vinblastine)
• (13aS)-13aβ-Ethyl-2,3,5,6,13a,13bβ-hexahydro-1H-indolo[3,2,1-de]pyrido[3,2,1-ij][1,5]naphthyridine-12-carboxylic acid
• (41S,13aS)-13a-ethyl-2,3,41,5,6,13a-hexahydro-1H-indolo[3,2,1-de]pyrido[3,2,1-ij][1,5]naphthyridine-12-carboxylic acid
• (3α,16α)-EburnaMenine-14-carboxylic Acid
• Vinpocetine Carboxylic Acid (Apovincaminic Acid)
• (41S,13aS)-13a-ethyl-2,3,41,5,6,13a-hexahydro-1H-indolo[3,2,1-de]pyrido[3,2,1-ij][1,5]phthyridine-12-carboxylic acid
• Vinpocetine-16
• (13aS)-13a-Ethyl-2,3,5,6,6a,12,13,13a-octahydro-1H-indolo[3,2,1-de]pyrido[3,2,1-ij][1,5]naphthyridine-12-carboxylicacid
• Vinpocetine Carboxylic Acid-d4
• (41S,13aS)-13a-ethyl
• Vinpocetine Impurity 15
• Vinpocetine Carboxylic Acid
• (+)-cis-ApovincaMinic A
• Apovinacaminic acid

1H-Indolo[3,2,1-de]pyrido[3,2,1-ij][1,5]naphthyridine-12-carboxylic acid, 13a-ethyl-2,3,5,6,13a,13b-hexahydro-, (13aS,13bS)-

CAS: 27773-65-5

Formula: C₂₀H₂₄N₂O₂

Purity: 98%

Color and Shape: Solid

Molecular weight: 324.4168

Ref: IN-DA002UP1

Vinpocetine Carboxylic Acid (Apovincaminic Acid)

CAS: 27773-65-5

Formula: C₂₀H₂₂N₂O₂

Color and Shape: White To Off-White Solid

Molecular weight: 322.41

Ref: 4Z-V-1513

Vinpocetine Carboxylic Acid-d4 (Apovincaminic Acid-d4)

CAS: 27773-65-5

Formula: C₂₀H₂₀D₄N₂O₂

Molecular weight: 328.45

Ref: 4Z-V-1517

Apovincaminic acid

CAS: 27773-65-5

Apovincaminic acid is a quaternary alcohol with the molecular formula CHNO. It is an acid ethyl ester, with hydroxy and hydroxy groups. Apovincaminic acid is a pharmacokinetic drug that is used in humans to treat chronic alcoholism. It has a linear pharmacokinetics profile, and does not have any autoinduction or alkaloid properties. It also does not show any significant interactions with other drugs. Apovincaminic acid binds to primary alcohols to form esters, which are eliminated from the body through urine.

Formula: C₂₀H₂₂N₂O₂

Purity: Min. 95%

Color and Shape: White/Off-White Solid

Molecular weight: 322.4 g/mol

Ref: 3D-FA17959

Apovincaminic Acid-d4

Controlled Product

CAS: 27773-65-5

Applications The main labelled metabolite of Vinpocetine (V332502), a vasodilator cerebral.
References Miskolczi, P., et al.: Eur. J. Clin. Pharmacol., 33, 185 (1987), Kiss, B., et al.: Eur. J. Pharmacol., 209, 109 (1991), Stephenson, D., et al.: J. Neurosci., 15, 5263 (1995),

Formula: C₂₀H₁₈D₄N₂O₂

Color and Shape: Neat

Molecular weight: 326.43

Ref: TR-A729252

Vinpocetine Carboxylic Acid

CAS: 27773-65-5

Formula: C₂₀H₂₂N₂O₂

Molecular weight: 322.41

Ref: ST-EA-CP-V50016