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| CAS No.: | 99300-78-4 |
|---|---|
| Name: | Venlafaxine hydrochloride |
| Article Data: | 25 |
| Molecular Structure: | |
|
|
|
| Formula: | C17H28ClNO2 |
| Molecular Weight: | 313.868 |
| Synonyms: | 1-[2-dimethylamino-1-(4-methoxyphenyl)ethyl]cyclohexan-1-ol;Cyclohexanol,1-[2-(dimethylamino)-1-(4- methoxyphenyl)ethyl]-,hydrochloride;Venlafaxina [INN-Spanish];venlafaxine HCl;Effexor XR;Elafax;Venlafaxine hydrochloride (JAN/USAN);Effexor (TN);Cyclohexanol, 1-(2-(dimethylamino)-1-(4-methoxyphenyl)ethyl)-, hydrochloride;Venlafaxine Hydrochlorid;Venlafaxin HCL;Wy-45030;Effexor;Wy-45,030;Venlafaxinum [INN-Latin];(+-)-1-(alpha-((Dimethylamino)methyl)-p-methoxybenzyl)cyclohexanol hydrochloride;N,N-dimethyl-2-p-methoxy- phenyl-2-(1-hydroxycyclohexyl) ethylamine hyd- rochloride; |
| EINECS: | 200-659-6 |
| Density: | 1.394 g/cm3 |
| Melting Point: | 207-209 °C |
| Boiling Point: | 397.6 °C at 760 mmHg |
| Flash Point: | 194.2 °C |
| Appearance: | white crystalline powder |
| Hazard Symbols: |
 Xi
|
| Risk Codes: | 36/37/38 |
| Safety: | 26-37/39 |
| PSA: | 32.70000 |
| LogP: | 3.83760 |
- 99724-17-1Dimethyl-pyrrolidin-3-ylmethyl-amine
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- 93413-69-5
1-[2-dimethylamino-1-(4-methoxyphenyl)ethyl]cyclohexanol
- 99300-78-4
venlafaxine hydrochloride
| Conditions | Yield |
|---|---|
| With hydrogenchloride In ethanol; ethyl acetate at 68 - 73℃; pH=2.5; | 95% |
| With hydrogenchloride In ethyl acetate; isopropyl alcohol for 1h; Reflux; | 87% |
| With hydrogenchloride In isopropyl alcohol at 5 - 80℃; for 1.5 - 2h; Product distribution / selectivity; | 75% |
- 50-00-0
formaldehyd
- 99300-78-4
venlafaxine hydrochloride
| Conditions | Yield |
|---|---|
| Stage #1: 1-[2-amino-1-(4-methoxyphenyl)ethyl]cyclohexanol hydrochloride With sodium hydroxide In methanol at 0 - 5℃; for 0.5h; pH=9 - 9.5; Stage #2: formaldehyd With formic acid In water at 20 - 100℃; for 14 - 15h; Stage #3: With hydrogenchloride; sodium hydroxide more than 3 stages; | 95% |
- 50-00-0
formaldehyd
- 99300-78-4
venlafaxine hydrochloride
| Conditions | Yield |
|---|---|
| With hydrogenchloride; formic acid In dichloromethane; water pH=1; Reflux; | 94.2% |
| Stage #1: formaldehyd; 1-[2-amino-1-(4-methoxyphenyl)ethyl]cyclohexanol hemisulfate With formic acid In water Reflux; Stage #2: With hydrogenchloride In water | 93.8% |
- 50-00-0
formaldehyd
- 99300-78-4
venlafaxine hydrochloride
| Conditions | Yield |
|---|---|
| Stage #1: [RS]-1-[2-amino-1-(4-methoxyphenyl)ethyl]cyclohexanol acetic acid; formaldehyd With formic acid In water at 98℃; for 20h; Stage #2: With hydrogenchloride In isopropyl alcohol at 10 - 60℃; for 2 - 2.5h; pH=1 - 1.5; | 84% |
| Stage #1: [RS]-1-[2-amino-1-(4-methoxyphenyl)ethyl]cyclohexanol acetic acid; formaldehyd With formic acid In water at 90 - 98℃; for 19h; Stage #2: With sodium hydroxide In water at 5℃; Stage #3: With hydrogenchloride In i-Amyl alcohol pH=~ 2; |
- 50-00-0
formaldehyd
- 64-18-6
formic acid
- 93413-76-4
1-[cyano(4-methoxyphenyl)methyl]cyclohexanol
- 99300-78-4
venlafaxine hydrochloride
| Conditions | Yield |
|---|---|
| Stage #1: With sodium tetrahydroborate; boron trifluoride diethyl etherate In tetrahydrofuran at 0 - 5℃; for 1 - 1.5h; Stage #2: 1-[cyano(4-methoxyphenyl)methyl]cyclohexanol In tetrahydrofuran at 0 - 40℃; for 5 - 6.5h; Stage #3: formaldehyd; formic acid With hydrogenchloride Product distribution / selectivity; more than 3 stages; | 78.25% |
- 99300-78-4
venlafaxine hydrochloride
| Conditions | Yield |
|---|---|
| Stage #1: 1-[(4-methoxyphenyl)(dimethylamino)carbonylmethyl]cyclohexanol With sodium bis(2-methoxyethoxy)aluminium dihydride In toluene at 0 - 2℃; for 3 - 4h; Stage #2: With sodium hydroxide In water; toluene at 0 - 30℃; for 0.25 - 0.5h; Stage #3: With hydrogenchloride In ethyl acetate; isopropyl alcohol at 25℃; for 2h; | |
| In tetrahydrofuran at 0℃; for 1h; |
- 50-00-0
formaldehyd
- 130198-05-9
1-[2-amino-1-(4-methoxyphenyl)ethyl]cyclohexanol hydrochloride
- 99300-78-4
venlafaxine hydrochloride
| Conditions | Yield |
|---|---|
| Stage #1: formaldehyd; 1-[2-amino-1-(4-methoxyphenyl)ethyl]cyclohexanol hydrochloride With formic acid In water at 97 - 99℃; for 16h; Stage #2: With hydrogenchloride In isopropyl alcohol at 10℃; for 1 - 2h; pH=2.0; |
- 130198-05-9
1-[2-amino-1-(4-methoxyphenyl)ethyl]cyclohexanol hydrochloride
- 99300-78-4
venlafaxine hydrochloride
| Conditions | Yield |
|---|---|
| Stage #1: 1-[2-amino-1-(4-methoxyphenyl)ethyl]cyclohexanol hydrochloride With formic acid; hexamethylenetetramine In water at 20 - 102℃; for 0.25h; Stage #2: With sodium hydroxide In water at 15 - 20℃; pH=10 - 11; Product distribution / selectivity; |
- 50-00-0
formaldehyd
- 93413-77-5, 272788-06-4, 273720-73-3
N,N-didesmethylvenlafaxine
- 99300-78-4
venlafaxine hydrochloride
| Conditions | Yield |
|---|---|
| Stage #1: formaldehyd; N,N-didesmethylvenlafaxine With formic acid In water at 95 - 100℃; Stage #2: With sodium hydroxide In water pH=> 12; Stage #3: With hydrogenchloride In water at 25 - 30℃; | |
| Stage #1: formaldehyd; N,N-didesmethylvenlafaxine With formic acid In water Stage #2: With hydrogenchloride In isopropyl alcohol |
- 99300-78-4
venlafaxine hydrochloride
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1: formic acid / water / 22 h / 100 °C / Large scale reaction 2: hydrogenchloride / water; isopropyl alcohol; toluene / 2 h / 0 - 5 °C / pH 3 - 4.5 / Large scale reaction View Scheme |
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Chemistry
Molecular structure of Venlafaxine hydrochloride (CAS NO.99300-78-4) is:
Product Name: Venlafaxine hydrochloride
CAS Registry Number: 99300-78-4
IUPAC Name: 1-[2-(dimethylamino)-1-(4-methoxyphenyl)ethyl]cyclohexan-1-olhydrochloride
Molecular Weight: 313.86272 [g/mol]
Molecular Formula: C17H28ClNO2
H-Bond Donor: 2
H-Bond Acceptor: 3
Melting Point: 207-209 °C
Flash Point: 194.2 °C
Enthalpy of Vaporization: 68.34 kJ/mol
Boiling Point: 397.6 °C at 760 mmHg
Vapour Pressure: 4.92E-07 mmHg at 25°C
Product Categories: Active Pharmaceutical Ingredients;Medicine intermediate;Antidepressant;APIs;Inhibitors;Intermediates & Fine Chemicals;Pharmaceuticals;Serotonin receptor
Uses
Venlafaxine hydrochloride (CAS NO.99300-78-4) can be used as a selective serotonin noradrenaline reuptake inhibitor and also used as an antidepressant. And, it is used primarily for the treatment of major depression in adults.
Toxicity Data With Reference
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| man | TDLo | oral | 1071ug/kg (1.071mg/kg) | SENSE ORGANS AND SPECIAL SENSES: MYDRIASIS (PUPILLARY DILATION): EYE BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY) SKIN AND APPENDAGES (SKIN): SWEATING: OTHER | Journal of Toxicology, Clinical Toxicology. Vol. 35, Pg. 211, 1997. |
| man | TDLo | oral | 32mg/kg/9W-I (32mg/kg) | BEHAVIORAL: HEADACHE BEHAVIORAL: WITHDRAWAL | Medical Journal of Australia. Vol. 169, Pg. 91, 1998. |
| women | LDLo | oral | 168mg/kg (168mg/kg) | BEHAVIORAL: COMA CARDIAC: OTHER CHANGES LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES | Medical Journal of Australia. Vol. 169, Pg. 445, 1998. |
| women | LDLo | oral | 235mg/kg/12D- (235mg/kg) | LUNGS, THORAX, OR RESPIRATION: "FIBROSIS, FOCAL (PNEUMOCONIOSIS)" GASTROINTESTINAL: OTHER CHANGES LUNGS, THORAX, OR RESPIRATION: ACUTE PULMONARY EDEMA | Journal of Analytical Toxicology. Vol. 20, Pg. 266, 1996. |
| women | TDLo | oral | 94500ug/kg/9W (94.5mg/kg) | SKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE" SKIN AND APPENDAGES (SKIN): SWEATING: OTHER | Annals of Pharmacotherpy. Vol. 33, Pg. 1009, 1999. |
| women | TDLo | oral | 315mg/kg/30W- (315mg/kg) | BEHAVIORAL: WITHDRAWAL GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA" GASTROINTESTINAL: NAUSEA OR VOMITING | Medical Journal of Australia. Vol. 169, Pg. 91, 1998. |
| women | TDLo | oral | 360mg/kg/17W- (360mg/kg) | BEHAVIORAL: WITHDRAWAL SENSE ORGANS AND SPECIAL SENSES: VISUAL FIELD CHANGES: EYE VASCULAR: BP LOWERING NOT CHARACTERIZED IN AUTONOMIC SECTION | Medical Journal of Australia. Vol. 169, Pg. 91, 1998. |
Safety Profile
Hazard Codes: 
Xi
Risk Statements 36/37/38
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-37/39
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S37/39:Wear suitable gloves and eye/face protection.
Specification
Venlafaxine hydrochloride , its cas register number is 99300-78-4. It also can be called (+/-)-1-(alpha-((Dimethylamino)methyl)-p-methoxybenzyl)cyclohexanol hydrochloride ; (RS)-1-[2-(Dimethylamino)-1-(4-methoxyphenyl)ethyl]cyclohexanol hydrochloride ; Effexor .It is a white crystalline powder.