3D Mol Similar

Venlafaxine hydrochloride

: Iupac Name：1-[2-(dimethylamino)-1-(4-methoxyphenyl)ethyl]cyclohexan-1-ol;hydrochloride; CAS No.: 99300-78-4; Molecular Weight：313.866; Modify Date.: 2022-11-07 21:43; Introduction: Venlafaxine hydrochloride, a novel phenethylamine derivative, was introduced inthe U.S.A. as an antidepressant. Venlafaxine is reported to be the first in the classof the second-generation of antidepressants with dual serotonidnorepinephrinereuptake inhibitory activity. Venlafaxine lacks any affinity for muscarinic,cholinergic, histaminergic and noradrenergic receptors and therefore, has anunusually favorable side effect profile compared with classical tricyclicantidepressants and shows less cardiotoxicity. In addition, venlafaxine has a rapidonset of action that makes it unique among the antidepressant agents. Otherindications for venlafaxine include the treatment of obsessive and panic disorders,and obesity. Both enantiomers of venlafaxine were reported to have similarbiological activity. View more+

Request For Quotation

1. Names and Identifiers

: 1.1 Name; Venlafaxine hydrochloride; 1.2 Synonyms; (±)-1-(a-((Dimethylamino)methyl)-p-methoxybenzyl)cyclohexanol hydrochloride 1-[2-(Dimethylamino)-1-(4-methoxyphenyl)ethyl]cyclohexanol hydrochloride (1:1) 1-[2-DIMETHYL AMINO)-1-(4-METHOXYPHENYL)ETHYL]CYCLOHEXANONE HYDROCHLORIDE (+) cyclohexanol, 1-[2-(dimethylamino)-1-(4-methoxyphenyl)ethyl]-, hydrochloride Cyclohexanol, 1-[2-(dimethylamino)-1-(4-methoxyphenyl)ethyl]-, hydrochloride (1:1) Efectin Efexor Effexor MFCD03658865 N,N-dimethyl-2-p-methoxyphenyl-2-(1-hydroxycyclohexyl) ethylamine hydrochloride RTECS GV?8872760 Venlafaxine HCl VENLAFAXINEHCL Venlafaxinehydrochloride/VenlafaxineHCl Venlaffaxine HCL VenlfaxineHydrochloride Venlift; View all

1.3 CAS No.: 99300-78-4

1.4 CID: 62923

1.5 EINECS(EC#): 619-421-1

1.6 Molecular Formula: C17H28ClNO2 (isomer)

1.7 Inchi: InChI=1S/C17H27NO2.ClH/c1-18(2)13-16(17(19)11-5-4-6-12-17)14-7-9-15(20-3)10-8-14;/h7-10,16,19H,4-6,11-13H2,1-3H3;1H

1.8 InChIkey: QYRYFNHXARDNFZ-UHFFFAOYSA-N

1.9 Canonical Smiles: CN(C)CC(C1=CC=C(C=C1)OC)C2(CCCCC2)O.Cl

1.10 Isomers Smiles: CN(C)CC(C1=CC=C(C=C1)OC)C2(CCCCC2)O.Cl

2. Properties

2.1 Density: 1.394

2.1 Melting point: 207-209 °C

2.1 Boiling point: 397.6 °C at 760 mmHg

2.1 Flash Point: 194.2 °C

2.1 Precise Quality: 313.18100

2.1 PSA: 32.70000

2.1 logP: 3.83760

2.1 Solubility: H2O: >10mg/mL

2.2 Appearance: white crystalline powder

2.3 Storage: Store at RT

2.4 Chemical Properties: White Crystalline Powder

2.5 Color/Form: Powder

2.6 Water Solubility: Soluble

2.7 StorageTemp: 2-8°C

3. Use and Manufacturing

3.1 Usage: A selective serotonin noradrenaline reuptake inhibitor. Used as an antidepressant

4. Safety and Handling

4.1 Symbol: GHS02, GHS06, GHS08

4.1 Hazard Codes: Xi

4.1 Signal Word: Danger

4.1 Risk Statements: R36/37/38

4.1 Safety Statements: 26-37/39

4.1 Hazard Declaration: H225-H301 + H311 + H331-H370

4.1 RIDADR: UN1230 - class 3 - PG 2 - Methanol, solution

4.1 Caution Statement: P210-P260-P280-P301 + P310-P311

4.1 WGK Germany: 3

4.1 RTECS: GV8872760

4.1 Safety: 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.

4.2 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.

4.3 Toxicity

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. ?

View all

5. MSDS

2.Hazard identification

2.1 Classification of the substance or mixture

Eye irritation, Category 2

2.2 GHS label elements, including precautionary statements

Pictogram(s)
Signal word	Warning
Hazard statement(s)	H319 Causes serious eye irritation
Precautionary statement(s)
Prevention	P264 Wash ... thoroughly after handling. P280 Wear protective gloves/protective clothing/eye protection/face protection.
Response	P305+P351+P338 IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. P337+P313 If eye irritation persists: Get medical advice/attention.
Storage	none
Disposal	none

2.3 Other hazards which do not result in classification

none

View all

6. NMR Spectrum

13C NMR : Predict

1H NMR : Predict

Predict 1H proton NMR

7. Synthesis Route

99300-78-4Total: 9 Synthesis Route

50-00-0 66 Suppliers

99300-78-4 399 Suppliers

Literatures:
AARTI HEALTHCARE LIMITED Patent: WO2007/69277 A2, 2007 ; Location in patent: Page/Page column 12-15 ;
Yield: ~96%

104-47-2 263 Suppliers

99300-78-4 399 Suppliers

Literatures:
Organic Process Research and Development, , vol. 15, # 6 p. 1392 - 1395
Yield: null

108-94-1 285 Suppliers

99300-78-4 399 Suppliers

Literatures:
Organic Process Research and Development, , vol. 15, # 6 p. 1392 - 1395
Yield: null

View all

8. Precursor and Product

precursor:

64-18-6

93413-76-4

104-47-2

130198-05-9

50-00-0

93413-69-5

108-94-1

93413-77-5

product :

93413-69-5

448904-47-0

9. Other Information

9.0 Merck: 14,9946

9.1 Target: Value

9.2 Description: Venlafaxine hydrochloride, a novel phenethylamine derivative, was introduced in the U.S.A. as an antidepressant. Venlafaxine is reported to be the first in the class of the second-generation of antidepressants with dual serotonidnorepinephrine reuptake inhibitory activity. Venlafaxine lacks any affinity for muscarinic, cholinergic, histaminergic and noradrenergic receptors and therefore, has an unusually favorable side effect profile compared with classical tricyclic antidepressants and shows less cardiotoxicity. In addition, venlafaxine has a rapid onset of action that makes it unique among the antidepressant agents. Other indications for venlafaxine include the treatment of obsessive and panic disorders, and obesity. Both enantiomers of venlafaxine were reported to have similar biological activity.

9.3 Chemical Properties: White Crystalline Powder

9.4 Originator: Wyeth-Ayerst (U.S.A.)

9.5 Uses: A selective serotonin noradrenaline reuptake inhibitor. Used as an antidepressant

9.6 Uses: Venlafaxine hydrochloride is an inhibitor of reuptake of both serotonin (IC50 = 0.21 μM) and norepinephrine (IC50 = 0.64 μM). It is effective in vitro and in vivo and against human as well as rat receptors. As an antidepressant, it is properly placed in the serotonin-norepinephrine reuptake inhibitor class.[Cayman Chemical]

9.7 Uses: An inhibitor of ST and SLC6A2.

9.8 Manufacturing Process: 1-[Cyano(-methoxyphenyl)methyl]cyclohexanol
p-Methoxyphenylacetonitrile (50 gm, 0.3 mole) was added to dry tetrahydrofuran (250 ml) and the solution cooled to -70°C under nitrogen. n- Butyl lithium in hexane (210 ml, 0.3 mole) was added dropwise, with stirring. The temperature was maintained below -50°C and a yellow precipitate appeared. After the addition was complete, the reaction mixture was maintained below -50°C for 30 minutes and cyclohexanone (35 ml, 0.3 mole)was added. After a further 45 minutes below -50°C the temperature was allowed to rise to 0°C and a saturated ammonium chloride solution was added. The layers were separated and the aqueous layer extracted with diethyl ether. The combined organic solution was washed with brine, dried over magnesium sulfate and evaporated. The product crystallized (25.2 gm, melting point 125°-127°C). The structure was confirmed by N.M.R. and mass spectral analysis.
1-[2-Amino-1-(p-methoxyphenyl)ethyl]cyclohexanol
1-[Cyano(p-methoxyphenyl)methyl]cyclohexanol (12 g, 0.05 mole) was dissolved on warming in a mixture of ammonia-ethanol (20% v/v, 250 ml) and hydrogenated in a Parr apparatus over 5% rhodium an alumina (2.8 gm). The catalyst was filtered, washed well with ethanol and the combined filtrate evaporated and dried under vacuum yielding an oil (12 gm). Thin layer chromatography: single spot, ninhydrin positive [chloroform-methanol-acetic acid (80:10:10 v/v)].
1-[-2-Dimethyl-amino)-1-(4-methoxyphenyl)-ethyl]cyclohexanol
1-[2-Amino-1-(p-methoxyphenyl)ethyl]cyclohexanol (12 gm; 0.048 mole) was treated with a mixture of formaldehyde (11 ml), formic acid (14.5 ml, 88%) and water (125 ml) and heated at 100°C for five hours. The reaction mixture was cooled and extracted with ethyl acetate. This extract was discarded. The aqueous residue was cooled in ice, rendered basic by the addition of solid potassium hydroxide, saturated with sodium chloride and extracted 3 times with ethyl acetate. The extract was washed with brine, dried over anhydrous potassium carbonate and evaporated to an oily residue (8 gm). This mixture of products was chromatographed on 1 kg of Mallinckrodt Silicar CC7 silica gel and the progress of the chromatography was monitored by thin layer chromatrography using a system comprising ethanol:2 N ammonia:ethyl acetate:cyclohexane 45:8:100:100 (v/v). Fractions containing the desired product were combined and the hydrochloride salt prepared using 4 N HCl in isopropanol. The yield of the free base was 4.6 gm of 1-[(2-dimethylamino)- 1-(4-methoxyphenyl)ethyl]-cyclohexanol. The hydrochloride (venlafaxine): melting point 215°-217°C. The structure was confirmed by mass spectral analysis and N.M.R. analysis.; View all

9.9 Brand name: Effexor (Wyeth).

9.10 Therapeutic Function: Antidepressant

9.11 General Description: A Certified Snap-N-Spike^? Solution suitable for many LC/MS and GC/MS applications from forensic or clinical toxicology analysis to urine drug testing. Also known by the brand name Effexor^?, venlafaxine is an SNRI antidepressant approved for the treatment of major depressive and general anxiety disorders.

10. Computational chemical data

Molecular Weight: 313.866g/mol
Molecular Formula: C₁₇H₂₈ClNO₂
Compound Is Canonicalized: True
XLogP3-AA: null
Exact Mass: 313.1808568
Monoisotopic Mass: 313.1808568
Complexity: 279
Rotatable Bond Count: 5
Hydrogen Bond Donor Count: 2
Hydrogen Bond Acceptor Count: 3
Topological Polar Surface Area: 32.7
Heavy Atom Count: 21
Defined Atom Stereocenter Count: 0
Undefined Atom Stereocenter Count: 1
Defined Bond Stereocenter Count: 0
Undefined Bond Stereocenter Count: 0
Isotope Atom Count: 0
Covalently-Bonded Unit Count: 2
CACTVS Substructure Key Fingerprint: AAADceB6MAAEAAAAAAAAAAAAAAAAAAAAAAAwYAAAAAAAAAABAAAAHgAACAAADUTBmAYyBoMABgCAAiBCAAACCAAgIAAIiAAOCIgMJiKEsRuEcCAmwBEIqAeQwPAOoAAAAAAAAABAAAAAAAAAAAAAAAAAAA==

11. Question & Answer

Does taking Venlafaxine hydrochloride after a meal affect absorption? Oct 27 2022
Venlafaxine hydrochloride is a commonly used antidepressant and anti-anxiety medication that belongs to the phenethylamine derivative class. It can be taken under the guidance of a doctor for depressi..
What is Venlafaxine hydrochloride and how does it work? Aug 08 2022
Venlafaxine hydrochloride is a commonly used medication available in tablet, capsule, extended-release tablet, and extended-release capsule forms. It is an antidepressant used to treat various types o..
Can Venlafaxine Hydrochloride Help with Neurological Exhaustion? Nov 04 2021
When under immense pressure, our nerves can become extremely tense, leading to hostile communication or even physical harm during interactions with others. This can strain relationships and also affec..
Preparation of Effexor May 28 2021
I take venlafaxine (Effexor) as medication, and having wrapped up 2 semesters of Organic Chemistry I thought it might be fun to design a synthesis for it. A picture of venlafaxine: I came up with the..

12. Recommended Suppliers

Global381SuppliersView all >>

Wuhan Fortuna Chemical Co., Ltd. Diamond member

10YRS

Products:API,fine chemical&its intermediates,biological chemistry
Tel:0086-27-59207850
Email:info@fortunachem.com

Venlafaxine HCL CAS 99300-78-4

Purity:99%Packing: 200kg/bag FOB
Price: 10 USD/kg
Time: 2023/09/25

Inquire

Hebei Ruiyao Biotechnology Co., Ltd Diamond member

2YRS

Products:Cosmetic Grade Chemical Raw Materical,Chemicals Raw Materials,API,Pharmaceutical Intermediates,Organic Chemicals
Tel:0311-88180881-19932787653
Email:sale06@ruiyaobio.com

Factory Supply venlafaxine hydrochloride CAS 99300-78-4

Purity:99%Packing: 200kg/bag FOB
Price: 200 USD/kg
Time: 2023/09/25

Inquire

Xiamen wonderful Biotechnology Co., Ltd. Diamond member

1YR

Products:Top quality and high purity with safe transportation and low price
Tel:+86153-59898336-15359898336
Email:aya@xmwonderfulbio.com

cas 99300-78-4 Venlafaxine hydrochloride

Purity:99%Packing: 200kg/bag FOB
Price: 10 USD/g
Time: 2023/09/25

Inquire

Anhui Ruihan Technology Co.,Ltd Diamond member

1YR

Products:Chemical;Pharmaceutical Raw Materials
Tel:00-86-19314086563
Email:zoey@anhuiruihan.com

Wholesale Delivery Venlafaxine Hydrochloride Powder CAS 99300-78-4 with High Quality

Purity:99%Packing: 200kg/bag FOB
Price: 50 USD/kg
Time: 2023/09/25

Inquire

Hebei Chengcai Biotechnology Co., LTD Diamond member

1YR

Products:We are engaged in the development, marketing and sales of apis, intermediates, natural products (extracts), fine chemicals, food additives, agricultural chemicals and other products.
Tel:0086-0319-19131200228
Email:17610795226@chengcaibio.com

Venlafaxine hydrochloride CAS 99300-78-4 for Depression.

Purity:99%Packing: 200kg/bag FOB
Price: 1 USD/kg
Time: 2023/09/25

Inquire

13. Realated Product Infomation

1216539-56-8 D,L-Venlafaxine-d10 Hydrochloride

1021933-99-2 N,O-Didesmethyl-(rac-venlafaxine) Glucuronide Hydrochloride

93413-69-5 Venlafaxine

93413-44-6 S-VENLAFAXINE

93413-46-8 R-VENLAFAXINE

135308-76-8 D,L-N,N-Didesmethyl-O-desmethyl Venlafaxine Hydrochloride

1062606-12-5 (±)-Venlafaxine-d6 HCl

Recently Updated : 290835-10-8 474651-24-6 439132-47-5 477500-23-5 474881-86-2 887885-52-1 394231-77-7 394228-82-1 394226-03-0 887899-25-4