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| CAS No.: | 3685-84-5 |
|---|---|
| Name: | Meclofenoxate hydrochloride |
| Article Data: | 4 |
| Molecular Structure: | |
|
|
|
| Formula: | C12H17Cl2NO3 |
| Molecular Weight: | 294.178 |
| Synonyms: | Aceticacid, (4-chlorophenoxy)-, 2-(dimethylamino)ethyl ester, hydrochloride (9CI);Acetic acid, (p-chlorophenoxy)-, 2-(dimethylamino)ethyl ester hydrochloride(6CI,8CI);2-(Dimethylamino)ethyl (p-chlorophenoxy)acetate hydrochloride;Acetic acid,2-(4-chlorophenoxy)-, 2-(dimethylamino)ethyl ester, hydrochloride (1:1);Acephen;Brenal;Cellative;Centrophenoxine;Centrophenoxinehydrochloride;Cerutil;Dimethylaminoethyl 4-chlorophenoxyacetatehydrochloride;Dimethylaminoethyl p-chlorophenoxyacetate hydrochloride;Helfergin;Lucidril;Lucidryl hydrochloride;Marucotol;Methocynal;Proserout; |
| EINECS: | 222-975-3 |
| Density: | 1.3255 (rough estimate) |
| Melting Point: | 133-135 °C |
| Boiling Point: | 345.9 °C at 760 mmHg |
| Flash Point: | 163 °C |
| Appearance: | white crystal powder |
| Hazard Symbols: |
 Xn
|
| Risk Codes: | 22-36/37/38 |
| Safety: | 26-36 |
| PSA: | 38.77000 |
| LogP: | 2.62560 |
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- 108-01-0
2-(N,N-dimethylamino)ethanol
- 4122-68-3
4-chlorophenyloxyacetyl chloride
- 3685-84-5
meclofenoxate hydrochloride
| Conditions | Yield |
|---|---|
| In chloroform | 90% |
| 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 |
| Conditions | Yield |
|---|---|
| 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 |
| Conditions | Yield |
|---|---|
| With triethylamine In chloroform | 78% |
- 3685-84-5
meclofenoxate hydrochloride
A
- 108-01-0
2-(N,N-dimethylamino)ethanol
B
- 122-88-3
4-Chlorophenoxyacetic acid
| Conditions | Yield |
|---|---|
| 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; |
- 3685-84-5
meclofenoxate hydrochloride
A
- 122-88-3
4-Chlorophenoxyacetic acid
B
- 2498-25-1
2-(N,N-dimethylamino)ethanol hydrochloride
| Conditions | Yield |
|---|---|
| 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; |
- 3685-84-5
meclofenoxate hydrochloride
| Conditions | Yield |
|---|---|
| With potassium permanganate; sodium hydroxide In water at 25 - 30℃; |
- 3685-84-5
meclofenoxate hydrochloride
| Conditions | Yield |
|---|---|
| In water for 0.133333h; pH=2.6; |
- 3685-84-5
meclofenoxate hydrochloride
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1: triethylamine / chloroform 2: acetone / 24 h / 55 °C View Scheme |
- 3685-84-5
meclofenoxate hydrochloride
| Conditions | Yield |
|---|---|
| Multi-step reaction with 3 steps 1: triethylamine / chloroform 2: acetone / 24 h / 55 °C 3: sodium hydroxide / water / Heating View Scheme |
- 3685-84-5
meclofenoxate hydrochloride
| Conditions | Yield |
|---|---|
| Multi-step reaction with 3 steps 1: triethylamine / chloroform 2: acetone / 24 h / 55 °C 3: sodium hydroxide / water / Heating View Scheme |
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Chemistry
Structure of Acefen (CAS NO.3685-84-5):
IUPAC Name: 2-dimethylaminoethyl 2-(4-chlorophenoxy)acetate hydrochloride
Empirical Formula: C12H17Cl2NO3
Molecular Weight: 294.1743
EINECS: 222-975-3
Flash Point: 163 °C
Enthalpy of Vaporization: 59.01 kJ/mol
Melting Point: 133-135°C
Boiling Point: 345.9 °C at 760 mmHg
Vapour Pressure: 5.95E-05 mmHg at 25°C
Synonyms of Acefen (CAS NO.3685-84-5): (p-Chlorophenoxy)acetic acid 2-(dimethylamino)ethyl ester hydrochloride ;
Acephen ; Amipolen ; Centrofenoxin ; Centrophenoxine ; Centrophenoxine hydrochloride ; Dimethylaminoethyl 4-chlorophenoxyacetate hydrochloride ; Helfergin ; Meclofenoxate HCl ; Meclofenoxate hydrochloride ; Methoxynal ;
Proserout ; p-Chlorphenoxyessigsaeure-beta-dimethylaminoaethylesters .
Toxicity Data With Reference
| 1. | orl-rat LD50:865 mg/kg | KSKZAN Khimiya v Sel’skom Khozyaistve. Chemistry in Agriculture. 16 (2)(1978),59. | ||
| 2. | ipr-mus LD50:660 mg/kg | NIIRDN Drugs in Japan. Ethical Drugs. 6 (1982),814. | ||
| 3. | scu-mus LD50:1560 mg/kg | NIIRDN Drugs in Japan. Ethical Drugs. 6 (1982),814. | ||
| 4. | orl-mus LD50:1750 mg/kg | CRSBAW Comptes Rendus des Seances de la Societe de Biologie et de Ses Filiales. 153 (1959),1914. | ||
| 5. | ipr-mus LD50:845 mg/kg | CRSBAW Comptes Rendus des Seances de la Societe de Biologie et de Ses Filiales. 153 (1959),1914. | ||
| 6. | ivn-mus LD50:350 mg/kg | CRSBAW Comptes Rendus des Seances de la Societe de Biologie et de Ses Filiales. 153 (1959),1914. | ||
| 7. | ivn-rbt LDLo:150 mg/kg | CRSBAW Comptes Rendus des Seances de la Societe de Biologie et de Ses Filiales. 153 (1959),1914. |
Safety Profile
Hazard Codes: 
Xn
Risk Statements: 22-36/37/38
R22:Harmful if swallowed.
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36:Wear suitable protective clothing.
RTECS: AG0440000
Poison by intravenous route. Moderately toxic by ingestion and intraperitoneal routes. When heated to decomposition it emits very toxic fumes of Cl−, NOx, and HCl.