phenyltoloxamine
- Product Name
- phenyltoloxamine
- CAS No.
- 92-12-6
- Chemical Name
- phenyltoloxamine
- Synonyms
- C-5581H;Aids033081;Aids-033081;phenyltoloxamine;Antihistamine compound;phenyltoloxamine USP/EP/BP;Dimethyl{2-[2-benzylphenoxy]ethyl}amine;2-(2-Benzylphenoxy)-N,N-dimethylethanamine;N,N-Dimethyl-2-(2-benzylphenoxy)ethaneamine;N,N-Dimethyl-2-(2-(phenylmethyl)phenoxy)ethanamine
- CBNumber
- CB0890034
- Molecular Formula
- C17H21NO
- Formula Weight
- 255.35
- MOL File
- 92-12-6.mol
phenyltoloxamine Property
- Melting point:
- <25 °C
- Boiling point:
- bp 141-144° (at <0.1 mm Hg)
- Density
- 1.022±0.06 g/cm3(Predicted)
- pka
- pKa 9.1 (Uncertain)
- EPA Substance Registry System
- Phenyltoloxamine (92-12-6)
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
- Precautionary statements
-
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P270Do not eat, drink or smoke when using this product.
P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P330Rinse mouth.
P501Dispose of contents/container to..…
phenyltoloxamine Chemical Properties,Usage,Production
Originator
Bristalin, Bristol ,US,1952
Definition
ChEBI: Phenyltoloxamine is a diarylmethane.
Manufacturing Process
Sodium methylate is made by dropping 11.7 g of sodium strips into 199 ml of absolute methanol in a 1-liter three-necked flask. 93.9 g of o-benzylphenol are dissolved in 200 ml of dry toluene and added to the sodium methylate solution. The solution is distilled until the boiling point of toluene is reached. At the end of the distillation, enough toluene is added to restore the original volume of solvent.
109.5 g of dimethylaminoethyl chloride hydrochloride and 200 ml of toluene are placed in a 1-liter Erlenmeyer flask, cooled in an ice bath, and decomposed with 167.5 g of 20% sodium hydroxide solution. The toluene and water layers are separated, and the water layer is extracted again with 50 ml of toluene. The toluene layers are combined, washed with saturated salt solution, and dried over anhydrous potassium carbonate.
The dried dimethylaminoethyl chloride solution is poured into the toluene solution of the sodium salt of o-benzylphenol, heated to reflux, and refluxed 16 hours. After refluxing, enough water is added to the mixture to dissolve the precipitated solid. The layers are separated, and the toluene layer is further washed with water until the water extract is just slightly alkaline. The toluene solution is then made acid with 6N hydrochloric acid and extracted with water until no cloudiness is produced when the extract is made alkaline. The acidic aqueous extract is washed with ether, then made alkaline with 20% sodium hydroxide solution, and extracted into ether. The ether solution is washed several times with water, then with saturated salt solution, and is dried over anhydrous potassium carbonate. The dried solution is filtered and distilled. The product distills at 143.5°C/1 mm; 69.7 g of pale yellow oil are recovered.
57.1 g of the free base are dissolved in ether and precipitated with dry HCl. 66.0 g of crude hydrochloride are recovered. The hydrochloride is dissolved in 130 ml of reagent acetone by boiling, filtered hot, and allowed to cool. The crystalline material obtained on cooling is filtered, washed with a little acetone, washed with ether, and dried in vacuo. 44.8 g, MP 119.5°C to 121°C, are recovered from the first crop of crystals. Ethyl acetate may also be used as the solvent for recrystallization.
Therapeutic Function
Antihistaminic
phenyltoloxamine Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from phenyltoloxamine manufacturers
- Product
- phenyltoloxamine 92-12-6
- Price
- US $120.00/KG
- Min. Order
- 1250KG
- Purity
- 99%
- Supply Ability
- 330T
- Release date
- 2023-06-28
- Product
- phenyltoloxamine 92-12-6
- Price
- US $1.10/g
- Min. Order
- 1g
- Purity
- 99.9%
- Supply Ability
- 100 Tons Min
- Release date
- 2021-06-17