5796-31-6

Basic information

• Product Name: ECGONIN HCL
• Synonyms: 3-beta-hydroxy-1-alpha-h,5-alpha-h-tropane-2-beta-carboxylicacidhydrochlori;3-hydroxy-8-methyl-8-azabicyclo(3.2.1)octane-2-carboxylicacidhydrochloride;5-alpha-h-tropane-2-beta-carboxylicacid,3-beta-hydroxy-1-alpha-hydrochlor;ekgoninhydrochloride;l-ecogninehydrochloride;n590;ECGONINE HYDROCHLORIDE;ECGONINE HCL
• CAS NO: 5796-31-6
• Molecular Formula: C₉H₁₅NO₃*ClH
• Molecular Weight: 221.68
• EINECS: 200-659-6
• Product Categories: Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 5796-31-6.mol
• Article Data: 11

Chemical Properties

• Melting Point: 246°
• Boiling Point: 376.3°C at 760 mmHg
• Flash Point: 9℃
• Appearance: /
• Vapor Pressure: 3.32E-07mmHg at 25°C
• Storage Temp.: 2-8°C
• CAS DataBase Reference: ECGONIN HCL(CAS DataBase Reference)
• NIST Chemistry Reference: ECGONIN HCL(5796-31-6)
• EPA Substance Registry System: ECGONIN HCL(5796-31-6)

Safety Data

• Hazard Codes: F,T
• Statements: 11-23/24/25-39/23/24/25
• Safety Statements: 7-16-36/37-45
• RIDADR: UN1230 - class 3 - PG 2 - Methanol, solution
• WGK Germany: 3
• RTECS: YM2785000
• Hazardous Substances Data: 5796-31-6(Hazardous Substances Data)

Usage

Description

ECGONIN HCL, also known as Ecgonine hydrochloride, is a white solid substance that belongs to the tropane alkaloid family. It is both a metabolite and a precursor to cocaine, making it a significant compound in the context of drug metabolism and forensic analysis. As a Schedule II compound in the United States, ECGONIN HCL is regulated and primarily intended for research and forensic applications.

Uses

Used in Pharmaceutical Research:
ECGONIN HCL is used as a research compound for studying the metabolic pathways and mechanisms of cocaine, as well as its potential applications in the development of new pharmaceuticals targeting the tropane alkaloid family.
Used in Forensic Analysis:
In the field of forensic science, ECGONIN HCL is employed as an analytical reference standard to aid in the identification and quantification of cocaine and its metabolites in biological samples, such as blood, urine, or hair.
Used in Drug Metabolism Studies:
ECGONIN HCL serves as a crucial compound in understanding the metabolic processes of cocaine in the human body, which can be valuable for developing strategies to combat drug addiction and its associated health issues.
Used in Drug Synthesis:
As a precursor to cocaine, ECGONIN HCL may also be utilized in the synthesis of other tropane alkaloids or related compounds for various pharmaceutical applications, under strict regulatory control and ethical considerations.
Used in Toxicology:
ECGONIN HCL can be employed in toxicological research to study the effects of cocaine and its metabolites on various organ systems and to develop potential antidotes or treatments for cocaine toxicity.
Used in Drug Testing and Detection:
In the context of drug testing and detection, ECGONIN HCL is used as a reference material to calibrate and validate analytical instruments and methods for the accurate identification and quantification of cocaine and its metabolites in various matrices, such as urine, blood, or hair samples.
Used in Regulatory Compliance:
ECGONIN HCL is utilized by regulatory agencies and organizations to ensure compliance with drug control regulations, by providing a reference standard for the detection and quantification of cocaine and its metabolites in controlled substances.

InChI:InChI=1/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-;/m1./s1

Upstream product

• 50-36-2 Cocaine 
• 53-21-4 (-)-cocaine hydrochloride 

Downstream Products

• 173443-25-9 (1R,2R,3S,5S)-3-Hydroxy-8-methyl-8-aza-bicyclo[3.2.1]octane-2-carboxylic acid 5-benzyloxycarbonyl-pentyl ester 
• 130342-80-2 2β-carbomethoxy-3β-(4-chlorophenyl)tropane 
• 148533-53-3 (1R,2R,3S,5S)-3-(Benzyloxy-phenyl-phosphinoyloxy)-8-(5-tert-butoxycarbonyl-pentyl)-8-aza-bicyclo[3.2.1]octane-2-carboxylic acid methyl ester 
• 292822-52-7 3β-[(2`-nitrobenzoyl)oxy]-1R-(exo,exo)-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylic acid methyl ester 
• 192648-66-1 3-[(2'-acetoxybenzoyl)oxy]-[1R-(exo,exo)]-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylic acid methyl ester 
• 89339-17-3 3β-[(2`-hydroxybenzoyl)oxy]-1R-(exo,exo)-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylic acid methyl ester 
• 616880-20-7 (1R,2R,7S,9S)-4-ethyl-12-methyl-6-oxa-12-azatricyclo-[7.2.1.0^2,7]dodec-4-en-3-one 
• 616880-20-7 (1R,2S,7S,9S)-4-ethyl-12-methyl-6-oxa-12-azatricyclo-[7.2.1.0^2,7]dodec-4-en-3-one 
• 843660-60-6 (1R,2R,3S,5S)-3-Benzoyloxy-8-methyl-8-aza-bicyclo[3.2.1]octane-2-carboxylic acid 5-(6-amino-hexylcarbamoyl)-pentyl ester 
• 173443-26-0 (1R,2R,3S,5S)-3-Benzoyloxy-8-methyl-8-aza-bicyclo[3.2.1]octane-2-carboxylic acid 5-benzyloxycarbonyl-pentyl ester 
• 173443-27-1 (1R,2R,3S,5S)-3-Benzoyloxy-8-methyl-8-aza-bicyclo[3.2.1]octane-2-carboxylic acid 5-carboxy-pentyl ester 

Relevant articles and documents

Copper-mediated nucleophilic radiofluorination of [18F]β-CFT for positron emission tomography imaging of dopamine transporter

[18F]β-CFT is a positron emission tomography (PET) ligand for imaging of dopamine transporter. It was proved to be a sensitive PET marker to detect presynaptic dopaminergic hypofunction in Parkinson's disease. In recent years, copper-mediated 18F-fluorination of aryl boronic esters has been successful in some molecules containing aromatic groups. In this study, we describe the novel synthetic strategy of [18F]β-CFT by copper-mediated nucleophilic radiofluorination with pinacol-derived aryl boronic esters upon reaction with [18F]KF/K222 and Cu (OTf)2(py)4. The radiolabeling protocol was optimized with [18F]fluoride elution method and amount of copper catalyst used. [18F]β-CFT is obtained from boronic ester precursors in 2.2% to 10.6% non-isolated radiochemical yield (RCY). Purified [18F]β-CFT with >99% radiochemical purity (RCP) and high molar activity was obtained in validation runs. The radiolabeling procedure is straightforward and can easily be adapted for clinical use.

Fluorescent cocaine probes: A tool for the selection and engineering of therapeutic antibodies

Cocaine is a highly addictive drug, and despite intensive efforts, effective therapies for cocaine craving and addiction remain elusive. In recent years, we and others have reported advances in anti-cocaine immunopharmacotherapy based on specific antibodi

Synthesis and monoamine transporter affinity of 3′-analogs of 2-β-carbomethoxy-3-β-(4′-iodophenyl)tropane (β-CIT)

The 3′-iodo positional isomer of 2-β-carbomethoxy-3-β- (4′-iodophenyl)tropane (β-CIT) and other 3′-substituted analogs were synthesized and evaluated for binding to monoamine transporters in rat forebrain and membranes of cell lines selectively expressing human transporter genes. All 3′-substituted compounds displayed affinity for both serotonin (SERT) and dopamine (DAT), but much less for norepinephrine transporters (NET), with selectivity for rat (r) or human (h) SERT over NET, but only 3′-iodo-substituted phenyltropanes showed selectivity for SERT versus DAT. The 3′-iodo, N-methyl analog of β-CIT (7) displayed 29-fold selectivity and high affinity for hSERT (Ki=9.6nM) over hDAT (K i=279nM), and its nor-congener (8) showed even higher hSERT potency (Ki=1.2nM) and selectivity over DAT (415-fold).