CAS 5796-31-6

8-Azabicyclo[3.2.1]octane-2-carboxylic acid, 3-hydroxy-8-methyl-, hydrochloride (1:1), (1R,2R,3S,5S)-

Description:

8-Azabicyclo[3.2.1]octane-2-carboxylic acid, 3-hydroxy-8-methyl-, hydrochloride (1:1), (1R,2R,3S,5S)- is a bicyclic compound characterized by its unique azabicyclic structure, which includes a nitrogen atom in the ring system. This compound features a carboxylic acid functional group and a hydroxyl group, contributing to its potential as a bioactive molecule. The presence of the methyl group at the 8-position adds to its steric properties, influencing its interactions with biological targets. The hydrochloride salt form indicates that it is often used in a more stable and soluble form, which is beneficial for pharmaceutical applications. The specific stereochemistry denoted by the (1R,2R,3S,5S) configuration suggests that the compound has defined spatial arrangements of its atoms, which can significantly affect its biological activity and pharmacokinetics. Overall, this compound is of interest in medicinal chemistry, particularly for its potential therapeutic applications, and its properties are influenced by its structural features and stereochemistry.

Formula: C₉H₁₅NO₃·ClH

InChI: InChI=1S/C9H15NO3.ClH/c1-10-5-2-3-6(10)8(9(12)13)7(11)4-5;/h5-8,11H,2-4H2,1H3,(H,12,13);1H/t5-,6+,7-,8+;/m0./s1

InChI key: InChIKey=HVWQTEPEBQYIFB-PXXJPSRFSA-N

SMILES: C(O)(=O)[C@@H]1[C@@]2(N(C)[C@@](CC2)(C[C@@H]1O)[H])[H].Cl

Synonyms:

• (1R,2R,3S,5R)-3-hydroxy-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylic acid hydrochloride (1:1)
• 1-alpha-H,5-alpha-H-Tropane-2-beta-carboxylic acid, 3-beta-hydroxy-, hydrochloride
• 1αH,5αH-Tropane-2β-carboxylic acid, 3β-hydroxy-, hydrochloride
• 3-Hydroxy-8-methyl-8-azabicyclo(3.2.1)octane-2-carboxylic acid hydrochloride (1R-(exo,exo))-
• 3-beta-Hydroxy-1-alpha-H,5-alpha-H-tropane-2-beta-carboxylic acid hydrochloride
• 8-Azabicyclo[3.2.1]octane-2-carboxylic acid, 3-hydroxy-8-methyl-, hydrochloride (1:1), (1R,2R,3S,5S)-
• 8-Azabicyclo[3.2.1]octane-2-carboxylic acid, 3-hydroxy-8-methyl-, hydrochloride, (1R,2R,3S,5S)-
• 8-Azabicyclo[3.2.1]octane-2-carboxylic acid, 3-hydroxy-8-methyl-, hydrochloride, [1R-(exo,exo)]-
• <span class="text-smallcaps">L</span>-Ecgonine hydrochloride
• Ecgonine HCl
• Ecgonine hydrochloride
• Ekgonin hydrochloride
• N 590

Ecgonine.HCl

Controlled Product

CAS: 5796-31-6

Color and Shape: Neat

Ref: LP-COC-206-HC-10

Ecgonine Hydrochloride

Controlled Product

CAS: 5796-31-6

Formula: C₉H₁₅NO₃·ClH

Color and Shape: Neat

Molecular weight: 221.68

Ref: 86-MM1345.02

(-)-Ecgonine Hydrochloride

Controlled Product

CAS: 5796-31-6

Applications A tropane alkaloid which is both a metabolite and a precursor to Cocaine.
References Bois, F., et al.: Bioorg. Med. Chem. Lett., 14, 2117 (2004), Yoder, K., et al.: Nuc. Med. Biol., 36, 11 (2009),

Formula: C₉H₁₅NO₃ClH

Color and Shape: Neat

Molecular weight: 221.68

Ref: TR-E325550

(-)-Ecgonine hydrochloride

Controlled Product

CAS: 5796-31-6

(-)-Ecgonine hydrochloride is a benzoyl ester that is used as an analytical reagent. It is a precursor in the synthesis of cocaine and other drugs. Ecgonine hydrochloride can be extracted from plant sources, such as coca leaves or khat leaves, by acid-base extraction. It has been shown to have toxic effects on human serum and the liver, which may be due to its structural similarity to cocaine.

Formula: C₉H₁₆ClNO₃

Purity: Min. 95%

Molecular weight: 221.68 g/mol

Ref: 3D-FE22640