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phenaglycodol

Product Name
phenaglycodol
CAS No.
79-93-6
Chemical Name
phenaglycodol
Synonyms
Acalo;Stesil;Ultran;Atadiol;Acalmid;Felixin;Sinforil;Puasital;Sedapsin;phenaglycodol
CBNumber
CB7889033
Molecular Formula
C11H15ClO2
Formula Weight
214.69
MOL File
79-93-6.mol
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phenaglycodol Property

Melting point:
77-78℃
Boiling point:
308.17°C (rough estimate)
Density 
1.1153 (rough estimate)
refractive index 
1.4580 (estimate)
storage temp. 
-20°C Freezer
solubility 
Chloroform (Slightly), Methanol (Slightly)
form 
Solid
color 
White to Off-White
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Safety

Toxicity
LD50 oral in rat: 832mg/kg
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

TRC
Product number
P294725
Product name
Phenaglycodol
Packaging
25mg
Price
$240
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
API0012228
Product name
PHENAGLYCODOL
Purity
95.00%
Packaging
5MG
Price
$503.31
Updated
2021/12/16
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phenaglycodol Chemical Properties,Usage,Production

Originator

Ultran, Lilly ,US ,1975

Uses

Phenaglycodol is a propanediol-type tranquilizer that can lead to gynecomastia and urinary steroid excretion in humans that are treated with the drug.

Definition

ChEBI: Phenaglycodol is an alkylbenzene.

Manufacturing Process

To a mixture of 460 g of p-chloroacetophenone, 350 ml of ether and 500 ml of water are added 410 g of sodium cyanide, with vigorous stirring. The reaction mixture is cooled to about 5°C to 10°C and 700 ml of concentrated hydrochloric acid are added at such a rate that no hydrogen cyanide is formed and the temperature of the mixture does not rise above 10°C. After the addition of the acid is complete, the reaction mixture is stirred for about three hours at room temperature, and allowed to separate into an aqueous and an organic phase. The organic phase is removed from the aqueous phase, and the aqueous phase and any salt which may have separated in the course of the reaction are washed with about 300 ml of ether. The combined ether washings and organic phase are dried over anhydrous magnesium sulfate, and the ether is removed by evaporation in vacuo at room temperature. The residue is poured with stirring into 800 ml of concentrated hydrochloric acid kept at about 0°C by cooling with solid carbon dioxide. The acid mixture is saturated with gaseous hydrogen chloride at 0°C, and stirred at room temperature overnight. The resulting precipitate of p-chloroatrolactamide is removed by filtration, washed by slurrying with water and dried. After recrystallization from ethanol, p-chloroatrolactamide melts at about 105°C to 107°C.
A mixture of 200 g of p-chloroatrolactamide and 1 liter of 25% sodium hydroxide solution is refluxed with stirring for about sixteen hours. The reaction mixture is then poured over cracked ice and diluted with water to a volume of about 3 liters. The aqueous solution is washed with two 1 liter portions of ether, and acidified with concentrated hydrochloric acid, whereupon a precipitate of p-chloroatrolactic acid forms. The precipitated acid is removed by filtration, and is dissolved in 500 ml of ether, washed with two 250 ml portions of water and dried. The ether is removed by evaporation. pchloroatrolactic acid thus prepared melts at about 117°C to 120°C.
A mixture of 185 g of p-chloroatrolactic acid, 600 ml of ethanol and 60 ml of concentrated sulfuric acid is refluxed for about twelve hours. About half the solvent is then removed by evaporation in vacuo at room temperature, the residue is poured over cracked ice, and diluted with water to a volume of about 2 liters. The ethyl p-chloroatrolactate formed in the reaction is extracted with two 1 liter portions of ether. The combined ether extracts are washed with successive 200 ml portions of water, 5% sodium carbonate solution, and water, and are dried over anhydrous magnesium sulfate. The dried ether solution is subjected to fractional distillation, and the fraction boiling at about 90°C to 100°C at a pressure of 0.1 mm of mercury, is collected. The distillate consists of ethyl p-chloroatrolactate.
To a solution of 2 mols of methylmagnesium iodide in 1.5 liters of ether are added with vigorous stirring 107 g (0.5 mol) of ethyl p-chloroatrolactate. The reaction mixture is stirred for about sixteen hours, and is then decomposed by the addition of about 320 ml of saturated aqueous ammonium chloride solution. After standing, the ether layer is decanted from the mixture and the aqueous phase and the precipitated salts are washed with several 500 ml portions of ether. The combined ether solution and washings are washed with successive 500 ml portions of 5% ammonium chloride solution and water, are dried over anhydrous magnesium sulfate, and are evaporated to dryness in vacuo. The crystalline residue consisting of 2-p-chlorophenyl-3-methyl-2,3butanediol, is recrystallized from a mixture of benzene and petroleum ether.
2-p-chlorophenyl-3-methyl-2,3-butanediol thus prepared melts at about 66°C to 67°C.

Therapeutic Function

Tranquilizer

phenaglycodol Preparation Products And Raw materials

Raw materials

Preparation Products

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phenaglycodol Suppliers

Energy Chemical
Tel
021-58432009 400-005-6266
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021-58436166
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marketing@energy-chemical.com
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China
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44918
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Shaanxi DIDU pharmaceutical and Chemical Co., Ltd
Tel
17691182729 18161915376
Email
1046@dideu.com
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China
ProdList
10007
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58
Beijing Biocreative Technology Co., Ltd.
Tel
15522676233
Email
3007606172@qq.com
Country
China
ProdList
1248
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58
LGC Science (Shanghai) Ltd.
Tel
17717235263
Email
cindy.yang@lgcgroup.com
Country
China
ProdList
15583
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58
Nanjing Tengyi Biotechnology Co., Ltd
Tel
025-58851786 17714337195
Email
sales@tybiochem.com
Country
China
ProdList
6813
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Jiangsu Aikon Biopharmaceutical R&D co.,Ltd.
Tel
025-66113011 18112977050
Email
cb5@aikonchem.com
Country
China
ProdList
10528
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Tel
4008-099-669
Email
23419001name@qq.com
Country
CHINA
ProdList
71677
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Hu Bei Jiutian Bio-medical Technology CO.,Ltd
Tel
027-88013699 17354350817
Email
Ryan@jiutian-bio.com
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China
ProdList
6001
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Shanghai Hao Zhun Biological Technology Co., Ltd.
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Email
info@zzsrm.com
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CHINA
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6650
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79-93-6, phenaglycodolRelated Search:


  • phenaglycodol
  • 2-(4-chlorophenyl)-3-methyl-butane-2,3-diol
  • Phenaglycodol: (Ultran: 2-p-chlorophenyl-3-methyl-2,3-butanediol)
  • 2-(4-Chlorophenyl)-3-methyl-2,3-butanediol
  • Acalmid
  • Acalo
  • Sinforil
  • Ultran
  • Stesil
  • 2,3-Butanediol, 2-(4-chlorophenyl)-3-methyl-
  • Atadiol
  • Felixin
  • Puasital
  • Sedapsin
  • 79-93-6