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Centrophenoxine hydrochloride

Names

[ CAS No. ]:
3685-84-5

[ Name ]:
Centrophenoxine hydrochloride

[Synonym ]:
Acetic acid, (p-chlorophenoxy)-, 2-(dimethylamino)ethyl ester, hydrochloride
EINECS 222-975-3
Acetic acid, (4-chlorophenoxy)-, 2-(dimethylamino)ethyl ester, hydrochloride
2-(Dimethylamino)ethyl (p-chlorophenoxy)acetate hydrochloride
MFCD00012533
Clocete
Acetic acid, (p-chlorophenoxy)-, 2-(dimethylamino)ethyl ester hydrochloride
Centrophenoxine hydrochloride
Acetic acid, (4-chlorophenoxy)-, 2-(dimethylamino)ethyl ester, hydrochloride (9CI)
2-(dimethylamino)ethyl 2-(4-chlorophenoxy)acetate,hydrochloride
2-(Dimethylamino)ethyl 4-Chlorophenoxyacetate Hydrochloride
2-(Dimethylamino)ethyl (4-chlorophenoxy)acetate hydrochloride (1:1)
Meclofenoxate Hydrochloride
Acetic acid, 2-(4-chlorophenoxy)-, 2-(dimethylamino)ethyl ester, hydrochloride (1:1)
Meclofenoxate (hydrochloride)

Biological Activity

[Description]:

Meclofenoxate hydrochloride, 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.IC50 value: Target: nootropicMeclofenoxate, administered in a dose of 50 mg/kg twice daily for 7 days using the maze-training method, increased the number of responses to the conditioned stimulus, when retention tests were made 24 hours and 7 days after training, whereas citicholine, applied in the same way in a dose of 10 mg/kg, shortened the latency of the responses with reinforcement during the training and increased the number of correct responses to the conditioned stimulus in retention tests 7 days after the training [1]. Meclofenoxate appears to increase the consolidation of new information into long-term memory, but does not affect other aspects of remembering [2].

[Related Catalog]:

Signaling Pathways >> Membrane Transporter/Ion Channel >> iGluR
Signaling Pathways >> Neuronal Signaling >> iGluR
Signaling Pathways >> Membrane Transporter/Ion Channel >> nAChR
Signaling Pathways >> Neuronal Signaling >> nAChR
Research Areas >> Neurological Disease

[References]

[1]. Mosharrof AH, et al. Effects of meclofenoxate and citicholine on learning and memory in aged rats. Acta Physiol Pharmacol Bulg. 1987;13(4):17-24.

[2]. Marcer D, et al. The differential effects of meclofenoxate on memory loss in the elderly. Age Ageing. 1977 May;6(2):123-31.


[Related Small Molecules]

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Chemical & Physical Properties

[ Boiling Point ]:
345.9ºC at 760mmHg

[ Melting Point ]:
133-135°C

[ Molecular Formula ]:
C12H17Cl2NO3

[ Molecular Weight ]:
294.174

[ Exact Mass ]:
293.058563

[ PSA ]:
38.77000

[ LogP ]:
2.62560

[ Storage condition ]:
−20°C

MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
AG0440000
CHEMICAL NAME :
Acetic acid, (p-chlorophenoxy)-, 2-dimethylaminoethyl ester, hydrochloride
CAS REGISTRY NUMBER :
3685-84-5
LAST UPDATED :
199603
DATA ITEMS CITED :
6
MOLECULAR FORMULA :
C12-H16-Cl-N-O3.Cl-H
MOLECULAR WEIGHT :
294.20
WISWESSER LINE NOTATION :
GR DO1VO2N1&1 &GH

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
865 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
KSKZAN Khimiya v Sel'skom Khozyaistve. Chemistry in Agriculture. (V/O Mezhdunarodnaya Kniga, 113095 Moscow, USSR) No.1- 1963- Volume(issue)/page/year: 16(2),59,1978
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
1750 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
CRSBAW Comptes Rendus des Seances de la Societe de Biologie et de Ses Filiales. (SPPIF, B.P.22, F-41353 Vineuil, France) V.1- 1849- Volume(issue)/page/year: 153,1914,1959
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
660 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
NIIRDN Drugs in Japan (Ethical Drugs). (Yakugyo Jiho Co., Ltd., Tokyo, Japan) Volume(issue)/page/year: 6,814,1982
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
1560 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
NIIRDN Drugs in Japan (Ethical Drugs). (Yakugyo Jiho Co., Ltd., Tokyo, Japan) Volume(issue)/page/year: 6,814,1982
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
330 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
FMXXAJ French Medicament Patent Document. (U.S. Patent and Trademark Office, Foreign Patents, Washington, DC 20231) Discontinued. Volume(issue)/page/year: #398M
TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - rabbit
DOSE/DURATION :
150 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
CRSBAW Comptes Rendus des Seances de la Societe de Biologie et de Ses Filiales. (SPPIF, B.P.22, F-41353 Vineuil, France) V.1- 1849- Volume(issue)/page/year: 153,1914,1959

Safety Information

[ Hazard Codes ]:
Xn

[ Risk Phrases ]:
R22

[ Safety Phrases ]:
S26-S36

[ RTECS ]:
AG0440000

[ HS Code ]:
2922509090

Synthetic Route

Precursor & DownStream

Customs

[ HS Code ]: 2922509090

[ Summary ]:
2922509090. other amino-alcohol-phenols, amino-acid-phenols and other amino-compounds with oxygen function. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%


Related Compounds