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38969-40-3

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38969-40-3 Usage

Description

ECGONINE METHYL ESTER HYDROCHLORIDE, also known as (-)-Ecgonine Methyl Ester, is a methyl ester derivative of (-)-Ecgonine (E325550) and an important metabolite of Cocaine (C633500). It is classified as a controlled substance due to its association with cocaine.

Uses

Used in Pharmaceutical Industry:
ECGONINE METHYL ESTER HYDROCHLORIDE is used as an intermediate compound for the synthesis of various pharmaceutical products. Its role in the synthesis process is crucial for developing medications with potential therapeutic applications.
Used in Research and Development:
In the field of research and development, ECGONINE METHYL ESTER HYDROCHLORIDE serves as a valuable compound for studying the properties and effects of its parent compound, cocaine, and its derivatives. This helps in understanding the mechanisms of action, potential risks, and benefits associated with cocaine and its related substances.
Used in Forensic Science:
ECGONINE METHYL ESTER HYDROCHLORIDE is utilized as a reference material in forensic science for the identification and analysis of cocaine and its metabolites in biological samples. This aids in the investigation of drug-related crimes and the assessment of drug use in individuals.
Used in Controlled Substance Regulation:
As a controlled substance, ECGONINE METHYL ESTER HYDROCHLORIDE is subject to strict regulations and monitoring by authorities. Its use is limited to specific applications, such as research and pharmaceutical development, to prevent misuse and ensure the safety of the public.

Check Digit Verification of cas no

The CAS Registry Mumber 38969-40-3 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 3,8,9,6 and 9 respectively; the second part has 2 digits, 4 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 38969-40:
(7*3)+(6*8)+(5*9)+(4*6)+(3*9)+(2*4)+(1*0)=173
173 % 10 = 3
So 38969-40-3 is a valid CAS Registry Number.
InChI:InChI=1/C10H17NO3.ClH/c1-11-6-3-4-7(11)9(8(12)5-6)10(13)14-2;/h6-9,12H,3-5H2,1-2H3;1H/t6-,7+,8-,9+;/m0./s1

38969-40-3SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name Ecgonine methyl ester hydrochloride

1.2 Other means of identification

Product number -
Other names ECGONINE METHYL ESTER HCL

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:38969-40-3 SDS

38969-40-3Synthetic route

(-)-cocaine hydrochloride
53-21-4

(-)-cocaine hydrochloride

Ecgonine methyl ester hydrochloride
38969-40-3

Ecgonine methyl ester hydrochloride

Conditions
ConditionsYield
With hydrogenchloride for 15h; Heating; Yield given;
methanol
67-56-1

methanol

ecgonine hydrochloride
5796-31-6

ecgonine hydrochloride

Ecgonine methyl ester hydrochloride
38969-40-3

Ecgonine methyl ester hydrochloride

Conditions
ConditionsYield
With hydrogenchloride
(-)-cocaine hydrochloride
53-21-4

(-)-cocaine hydrochloride

aqueous solution

aqueous solution

Ecgonine methyl ester hydrochloride
38969-40-3

Ecgonine methyl ester hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 1.25M aq. HCl / Heating
2: HCl
View Scheme
Ecgonine methyl ester hydrochloride
38969-40-3

Ecgonine methyl ester hydrochloride

ecgonine
481-37-8

ecgonine

Conditions
ConditionsYield
With phosphate buffer In water at 30℃; Kinetics; other reagents;
Ecgonine methyl ester hydrochloride
38969-40-3

Ecgonine methyl ester hydrochloride

methyl ecgonine
7143-09-1

methyl ecgonine

Conditions
ConditionsYield
In methanol; diethyl ether Yield given;
C13H12ClO2P
50972-25-3

C13H12ClO2P

Ecgonine methyl ester hydrochloride
38969-40-3

Ecgonine methyl ester hydrochloride

(1R,2R,3S,5S)-methyl 3-(((benzyloxy)(phenyl)phosphoryl)oxy)-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylate
148533-52-2

(1R,2R,3S,5S)-methyl 3-(((benzyloxy)(phenyl)phosphoryl)oxy)-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylate

Conditions
ConditionsYield
Stage #1: Ecgonine methyl ester hydrochloride With lithium diisopropyl amide
Stage #2: C13H12ClO2P
Ecgonine methyl ester hydrochloride
38969-40-3

Ecgonine methyl ester hydrochloride

(1R,2R,3S,5S)-methyl 3-(((benzyloxy)(phenyl)phosphoryl)oxy)-8-azabicyclo[3.2.1]octane-2-carboxylate
148533-51-1

(1R,2R,3S,5S)-methyl 3-(((benzyloxy)(phenyl)phosphoryl)oxy)-8-azabicyclo[3.2.1]octane-2-carboxylate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: LDA
2.1: Troc-Cl; Et3N
2.2: Zn; HCO2H
View Scheme
Ecgonine methyl ester hydrochloride
38969-40-3

Ecgonine methyl ester hydrochloride

(1R,2R,3S,5S)-3-(Benzyloxy-phenyl-phosphinoyloxy)-8-(5-carboxy-pentyl)-8-aza-bicyclo[3.2.1]octane-2-carboxylic acid methyl ester

(1R,2R,3S,5S)-3-(Benzyloxy-phenyl-phosphinoyloxy)-8-(5-carboxy-pentyl)-8-aza-bicyclo[3.2.1]octane-2-carboxylic acid methyl ester

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: LDA
2.1: Troc-Cl; Et3N
2.2: Zn; HCO2H
3.1: Et3N / acetonitrile
4.1: TFA
View Scheme
Ecgonine methyl ester hydrochloride
38969-40-3

Ecgonine methyl ester hydrochloride

(1R,2R,3S,5S)-8-[5-(2-Carboxy-ethylcarbamoyl)-pentyl]-3-(hydroxy-phenyl-phosphinoyloxy)-8-aza-bicyclo[3.2.1]octane-2-carboxylic acid methyl ester

(1R,2R,3S,5S)-8-[5-(2-Carboxy-ethylcarbamoyl)-pentyl]-3-(hydroxy-phenyl-phosphinoyloxy)-8-aza-bicyclo[3.2.1]octane-2-carboxylic acid methyl ester

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1.1: LDA
2.1: Troc-Cl; Et3N
2.2: Zn; HCO2H
3.1: Et3N / acetonitrile
4.1: TFA
5.1: EDC; HOBt
6.1: H2 / Pd/C
View Scheme
Ecgonine methyl ester hydrochloride
38969-40-3

Ecgonine methyl ester hydrochloride

(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
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

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: LDA
2.1: Troc-Cl; Et3N
2.2: Zn; HCO2H
3.1: Et3N / acetonitrile
View Scheme
Ecgonine methyl ester hydrochloride
38969-40-3

Ecgonine methyl ester hydrochloride

(1R,2R,3S,5S)-8-[5-(2-Benzyloxycarbonyl-ethylcarbamoyl)-pentyl]-3-(benzyloxy-phenyl-phosphinoyloxy)-8-aza-bicyclo[3.2.1]octane-2-carboxylic acid methyl ester

(1R,2R,3S,5S)-8-[5-(2-Benzyloxycarbonyl-ethylcarbamoyl)-pentyl]-3-(benzyloxy-phenyl-phosphinoyloxy)-8-aza-bicyclo[3.2.1]octane-2-carboxylic acid methyl ester

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: LDA
2.1: Troc-Cl; Et3N
2.2: Zn; HCO2H
3.1: Et3N / acetonitrile
4.1: TFA
5.1: EDC; HOBt
View Scheme
Ecgonine methyl ester hydrochloride
38969-40-3

Ecgonine methyl ester hydrochloride

4-hydroxy-benzoylecgonine

4-hydroxy-benzoylecgonine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: methanol; diethyl ether
2: Na2CO3 / benzene / 16 h / Heating
3: 0.1 M aq. NaOH / 12 h / Heating
View Scheme
Ecgonine methyl ester hydrochloride
38969-40-3

Ecgonine methyl ester hydrochloride

p-Acetoxycocaine
90899-21-1

p-Acetoxycocaine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: methanol; diethyl ether
2: Na2CO3 / benzene / 16 h / Heating
View Scheme

38969-40-3Relevant articles and documents

Asymmetric synthesis of the tropane alkaloid (+)-pseudococaine via ring-closing iodoamination

Brock, E. Anne,Davies, Stephen G.,Lee, James A.,Roberts, Paul M.,Thomson, James E.

, p. 4278 - 4281 (2012/09/22)

Ring-closing iodoamination of tert-butyl 2-hydroxy-7-[N-methyl-N-(α- methyl-p-methoxybenzyl)amino]cyclohept-3-ene-1-carboxylates proceeds with concomitant loss of the N-α-methyl-p-methoxybenzyl group to give the corresponding 8-azabicyclo[3.2.1]octane sca

Radioimmunoassay of benzoylecgonine in samples of forensic interest

Robinson,Smith

, p. 157 - 162 (2007/10/02)

A simple and economical radioimmunoassay for benzoylecgonine in blood or urine is described. Haemolysis, decomposition, common anticoagulants and sodium fluoride do not affect the results. A commercially available antiserum is used at a dilution of 1 : 600. The tracer is radioiodinated p-hydroxybenzoylecgonine. It is prepared by reacting p-acetoxy-benzoic anhydride with methyl ecgonine followed by mild hydrolysis and radioiodination by the Iodo-gen method. The product is purified on a disposable silica cartridge and has a specific activity of about 30 TBq mmol-1. Polyethylene glycol is used to separate the bound and free fractions in the assay. The range of the dose-response curve is 0-400 ng ml-1 benzoylecgonine. The assay is largely specific for benzoylecgonine. Cocaine, ecgonine, methylecgonine and cinnamoyl cocaine have slight or negligible cross-reactivities. The inter-assay coefficient of variation is 7.5% and the recovery of benzoylecgonine from 'spiked' blood is 103%. The 'cut-off' is 20 ng ml-1 benzoylecgonine for both blood and urine. Radioimmunoassay and high-performance liquid chromatography results agree well.