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3685-84-5

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3685-84-5 Usage

Pharmacological action

Meclofenoxate hydrochloride(MecloCl) [CAS,NO:51-68-3], an ester of dimethylethanolamine (DMAE) and 4-chlorophenoxyacetic acid (pCPA), has been shown to improve memory, have a mentally stimulating effect, and improve general cognition. Meclofenoxate hydrochloride is a psychostimulant in the nootropic agent group available in capsule and tablet formulations approved for traumatic cataphora, alcoholic poisoning, anoxia neonatorum, and children's enuresis in China. Although these 2 generic formulations are marketed in China, information regarding their pharmacokinetics and bioequivalence in humans has not been published. Meclofenoxate hydrochloride appears to increase the consolidation of new information into long-term memory. Meclofenoxate does not affect other aspects of remembering. Meclofenoxate is found that significantly more of the subjects receiving meclofenoxate reportes an increased level of mental alertness.

Uses

Different sources of media describe the Uses of 3685-84-5 differently. You can refer to the following data:
1. The applications of is Meclofenoxate hydrochloride: Memory decline through aging Dementia and Alzheimer’s (clinically) ?Brain damage or injuries Alcohol or drug abuse symptoms and effects Promote the metabolism of brain
2. Meclofenoxate is a cerebral stimulant. Also, Meclofenoxate is used as plant growth regulator.
3. Plant growth regulator.
4. Cerebral stimulant;Acetylcholine precursor

Chemical Properties

White Solid

Safety Profile

Poison by intravenous route.Moderately toxic by ingestion and intraperitoneal routes.When heated to decomposition it emits very toxic fumes ofCl??, NOx, and HCl.

Check Digit Verification of cas no

The CAS Registry Mumber 3685-84-5 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 3,6,8 and 5 respectively; the second part has 2 digits, 8 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 3685-84:
(6*3)+(5*6)+(4*8)+(3*5)+(2*8)+(1*4)=115
115 % 10 = 5
So 3685-84-5 is a valid CAS Registry Number.
InChI:InChI=1/C12H16ClNO3.ClH/c1-14(2)7-8-16-12(15)9-17-11-5-3-10(13)4-6-11;/h3-6H,7-9H2,1-2H3;1H

3685-84-5SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 16, 2017

Revision Date: Aug 16, 2017

1.Identification

1.1 GHS Product identifier

Product name Meclofenoxate Hydrochloride

1.2 Other means of identification

Product number -
Other names Centrophenoxine hydrochloride

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:3685-84-5 SDS

3685-84-5Synthetic route

2-(N,N-dimethylamino)ethanol
108-01-0

2-(N,N-dimethylamino)ethanol

4-chlorophenyloxyacetyl chloride
4122-68-3

4-chlorophenyloxyacetyl chloride

meclofenoxate hydrochloride
3685-84-5

meclofenoxate hydrochloride

Conditions
ConditionsYield
In chloroform90%
With benzene Behandeln des Reaktionsprodukts mit Chlorwasserstoff in Aether und Aceton;
Stage #1: 2-(N,N-dimethylamino)ethanol; 4-chlorophenyloxyacetyl chloride In dichloromethane at 20℃; Green chemistry;
Stage #2: With hydrogenchloride In ethyl acetate Solvent; Green chemistry;
68 g
4-Chlorophenoxyacetic acid
122-88-3

4-Chlorophenoxyacetic acid

meclofenoxate hydrochloride
3685-84-5

meclofenoxate hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: SOCl2
2: benzene / Behandeln des Reaktionsprodukts mit Chlorwasserstoff in Aether und Aceton
View Scheme
Multi-step reaction with 2 steps
1: thionyl chloride / 2 h / 75 °C
2: chloroform
View Scheme
meclofenoxate hydrochloride
3685-84-5

meclofenoxate hydrochloride

meclofenoxate
51-68-3

meclofenoxate

Conditions
ConditionsYield
With triethylamine In chloroform78%
meclofenoxate hydrochloride
3685-84-5

meclofenoxate hydrochloride

A

2-(N,N-dimethylamino)ethanol
108-01-0

2-(N,N-dimethylamino)ethanol

B

4-Chlorophenoxyacetic acid
122-88-3

4-Chlorophenoxyacetic acid

Conditions
ConditionsYield
With water In various solvent(s) at 25℃; for 8h; Rate constant; pH=5.5; effect of pH, buffer and human serum albumin concentration on hydrolysis;
With water Product distribution; Ambient temperature; in gastric medium; other medium;
meclofenoxate hydrochloride
3685-84-5

meclofenoxate hydrochloride

A

4-Chlorophenoxyacetic acid
122-88-3

4-Chlorophenoxyacetic acid

B

2-(N,N-dimethylamino)ethanol hydrochloride
2498-25-1

2-(N,N-dimethylamino)ethanol hydrochloride

Conditions
ConditionsYield
With water at 60℃; for 120h; Kinetics; educt as different commercial film coated tablets; var. temp.s, relative humidities, additives and reaction times;
With buffered to pH 3.9; water at 30℃; Rate constant; in the presence and absence of sodium bisulfite (SBS);
With water at 80℃; under 50 Torr; Rate constant; Kinetics; Mechanism; variation of humidity, temperature and pressure;
meclofenoxate hydrochloride
3685-84-5

meclofenoxate hydrochloride

C12H16ClNO4

C12H16ClNO4

Conditions
ConditionsYield
With potassium permanganate; sodium hydroxide In water at 25 - 30℃;
2,4,5,7-tetra-iodo-3',4',5',6'-tetrachlorofluorescein

2,4,5,7-tetra-iodo-3',4',5',6'-tetrachlorofluorescein

meclofenoxate hydrochloride
3685-84-5

meclofenoxate hydrochloride

C12H16ClNO3*C20H4Cl4I4O5

C12H16ClNO3*C20H4Cl4I4O5

Conditions
ConditionsYield
In water for 0.133333h; pH=2.6;
meclofenoxate hydrochloride
3685-84-5

meclofenoxate hydrochloride

C22H37ClNO3(1+)*Br(1-)

C22H37ClNO3(1+)*Br(1-)

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: triethylamine / chloroform
2: acetone / 24 h / 55 °C
View Scheme
meclofenoxate hydrochloride
3685-84-5

meclofenoxate hydrochloride

C22H37ClNO3(1+)*C8H5Cl2O3(1-)

C22H37ClNO3(1+)*C8H5Cl2O3(1-)

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: triethylamine / chloroform
2: acetone / 24 h / 55 °C
3: sodium hydroxide / water / Heating
View Scheme
meclofenoxate hydrochloride
3685-84-5

meclofenoxate hydrochloride

C22H37ClNO3(1+)*C9H8ClO3(1-)

C22H37ClNO3(1+)*C9H8ClO3(1-)

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: triethylamine / chloroform
2: acetone / 24 h / 55 °C
3: sodium hydroxide / water / Heating
View Scheme
meclofenoxate hydrochloride
3685-84-5

meclofenoxate hydrochloride

C22H37ClNO3(1+)*C10H10ClO3(1-)

C22H37ClNO3(1+)*C10H10ClO3(1-)

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: triethylamine / chloroform
2: acetone / 24 h / 55 °C
3: sodium hydroxide / water / Heating
View Scheme
meclofenoxate hydrochloride
3685-84-5

meclofenoxate hydrochloride

C22H37ClNO3(1+)*C6H2Cl2NO2(1-)

C22H37ClNO3(1+)*C6H2Cl2NO2(1-)

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: triethylamine / chloroform
2: acetone / 24 h / 55 °C
3: sodium hydroxide / water / Heating
View Scheme
meclofenoxate hydrochloride
3685-84-5

meclofenoxate hydrochloride

C22H37ClNO3(1+)*C8H5Cl2O3(1-)

C22H37ClNO3(1+)*C8H5Cl2O3(1-)

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: triethylamine / chloroform
2: acetone / 24 h / 55 °C
3: sodium hydroxide / water / Heating
View Scheme

3685-84-5Relevant articles and documents

A meclofenoxate hydrochloride preparation method

-

Paragraph 0035-0040; 0041; 0044, (2019/03/25)

The invention discloses a meclofenoxate hydrochloride of the preparation method, comprises the following steps: (A) will acid with thionyl chloride in chlorobenzene acyl chloride reaction, to obtain the chlorophenoxy acetyl chloride; (B) step (A) to get chlorophenoxy acetyl chloride and dimethyl amino ethanol by condensation reaction to obtain the meclofenoxate free alkali; (C) step (B) to obtain the free base of the salt-forming acid salt, thermal insulation and filtering to obtain the hydrochloride. The invention easy availability of raw materials, the reaction temperature is low, the operation is convenient, the crude product of high purity, stable quality, the present invention provides a more easy operation, more environmentally friendly, more economic meclofenoxate hydrochloride synthetic pathway.

Preparation and preliminary pharmacological study of the dimethylamino-ethyl esters of various acids acting as plant growth regulators.

THUILLIER,RUMPF,THUILLIER

, p. 2081 - 2083 (2007/11/05)

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