552-85-2

Usage

Uses

Used in Pharmaceutical Industry:
p-Hydroxynorephedrine is used as a weight loss aid and performance enhancer for its stimulant effects, which increase heart rate, blood pressure, and metabolism. However, its use in this capacity is controversial and has been banned in some countries due to safety concerns.
Used in Research and Development:
p-Hydroxynorephedrine is used as a subject of study for its potential as an anti-inflammatory agent, exploring its effects and possible applications in treating inflammation-related conditions.
Used in Over-the-Counter Medications:
Although its use is controversial, p-Hydroxynorephedrine has been used in some over-the-counter cold and allergy medications due to its stimulant and appetite suppressant properties, similar to ephedrine.

InChI:InChI=1/C9H13NO2/c1-6(10)9(12)7-2-4-8(11)5-3-7/h2-6,9,11-12H,10H2,1H3

Upstream product

• 552-85-2 (+/-)-p-Hydroxy-norephedrin 
• 103-49-1 dibenzylamine 
• 100-46-9 benzylamine 
• 25070-02-4 (1RS,2RS)-2-dibenzylamino-1-(4-benzyloxy-phenyl)-propan-1-ol 
• 104-88-1 4-chlorobenzaldehyde 
• 635304-44-8 (1R, 2S)-1-[4-(benzyloxy)phenyl]-2-[((1R)-phenylethyl)amino]-1-propanol 
• 635304-65-3 (2S)-1-(4-hydroxyphenyl)-2-[((1R)-phenylethyl)amino]-1-propanone 
• 635304-39-1 (2S)-1-[4-(benzyloxy)phenyl]-2-[((1R)-phenylethyl)amino]-1-propanone methanesulfonate 
• 70-70-2 4-hydroxypropiophenone 
• 4495-66-3 4-benzyloxypropiophenone 
• 637-27-4 phenyl propionate 
• 35081-45-9 1-<4-(benzyloxy)phenyl>-2-bromo-1-propanone 
• 62634-51-9 2-benzylamino-1-(4-benzyloxy-phenyl)-propan-1-one 

Downstream Products

• 1926-72-3 (+/-)-4-Hydroxynorephedrin 
• 552-85-2 4-((1R,2S)-2-amino-1-hydroxypropyl)phenol 
• 57476-29-6 4-[1-Hydroxy-2-(3-phenylsulfanyl-propylamino)-propyl]-phenol 
• 395-28-8 isoxsuprine 
• 255733-70-1 ethyl 2-[2-chloro-4-(2-{[(1S,2R)-2-hydroxy-2-(4-hydroxyphenyl)-1-methylethyl]amino}ethyl)phenoxy]acetate 
• 247073-80-9 ethyl 2-[3-chloro-4-[2-[[(1S,2R)-2-hydroxy-2-(4-hydroxyphenyl)-1-methylethyl]amino]ethyl]phenoxy]-2-methylpropionate 
• 17885-18-6 (1RS,2SR)-1-acetoxy-1-(4-acetoxy-phenyl)-2-acetylamino-propane 
• 108746-15-2 (1RS,2SR)-1-(4-hydroxy-phenyl)-2-isopropylamino-propan-1-ol 
• 55275-60-0 N-[(1RS,2SR)-2-hydroxy-2-(4-methoxy-phenyl)-1-methyl-ethyl]-benzamide 
• 255733-81-4 ethyl 2-(4-(2-((1R,2S)-1-(4-hydroxyphenyl)-1-hydroxyprop-2-ylamino)ethyl)-2,5-dimethylphenoxy)acetate 

Relevant academic research and scientific papers

Method for synthesizing ritodrine hydrochloride

The invention discloses a method for synthesizing ritodrine hydrochloride. The method comprises that p-chlorobenzaldehyde and pyruvic acid as substrates undergo a catalytic reaction, the product is purified to form (R)-1-(4-chlorophenyl)-1-hydroxypropane-2-one, the (R)-1-(4-chlorophenyl)-1-hydroxypropane-2-one and ammonium formate as substrates undergo a catalytic reaction, the product is purifiedto form (1R, 2S)-2-amino-1-(4-chlorophenyl)-1-propanol, the (1R, 2S)-2-amino-1-(4-chlorophenyl)-1-propanol and LiOH. H2O undergo a reaction to produce 4-((1R, 2S)-2-amino-1-hydroxypropyl)phenol and 4-((1R, 2S)-2-amino-1-hydroxypropyl)phenol and 4-(2-chloroethanol)phenol undergo a reaction to produce ritodrine hydrochloride. The method realizes a low cost, utilizes mild reaction conditions and issuitable for industrial production.

A NOVEL METHOD FOR SYNTHESIS OF OPTICALLY PURE BETA-AMINO ALCOHOLS

A method for the preparation of β-amino alcohol of formula (III) in which R1 is Ph, (substituted) Ph, R2 is C1-8 alkyl or C4-6 cyclo alkyl, R3 = R4R5CHNH2 where, R4 = H, C1-8 alkyl, C4-6 cyclo alkyl, or - COOR6 (R6=C1-C8 alkyl); R5 = (subst) aryl], the method including subjecting an α-hydroxy ketone of formula (I) in which R1 and R2 are as defined above is reacted with a chiral amine of formula R3NH2 where R3 = R4R5CH- where, R4 = H, C1-8 alkyl, C4-6 cycloalkyl, or - COOR6 (R6=C1-8 alkyl), R5 = (subst) aryl] to produce a compound of formula (II) in which R1, R2 and R3 are as defined above, followed by reduction to form the compound of formula (III).

Synthesis and evaluation of uterine relaxant activity for a novel series of substituted p-hydroxyphenylethanolamines

Novel racemic 1-(4-hydroxyphenyl)-2-[3-(substituted phenoxy)-2-hydroxy-1-propyl]aminopropan-1-ol hydrochlorides (9a-h) were synthesized by condensing racemic 1-(p-hydroxyphenyl)-2-aminopropan-1-ol hydrochloride (6) with substituted aryloxymethyloxiranes (8a-h) in DMF in presence of anhydrous potassium carbonate and then reacting with dry hydrogen chloride gas. They were evaluated for uterine relaxant activity in vitro on isolated rat uterus and in vivo in pregnant rats. Their cAMP releasing potential was studied using rat uterus tissue homogenates by cAMP [3H] assay and cardiac stimulant potential was evaluated in dog. All compounds exhibited potent uterine relaxant activity in vitro and produced a significant delay in the onset of labour in pregnant rats; their cAMP releasing potential was higher than isoxsuprine hydrochloride except for 9b and 9c. Finally insignificant cardiac stimulant potential was noted for these compounds when compared to isoxsuprine hydrochloride.

PROCESS FOR PRODUCING OPTICALLY ACTIVE s-AMINO ALCOHOL

A process for easily producing an optically active β-amino alcohol useful as a pharmaceutical intermediate from an inexpensive, readily available starting material is provided. A readily available α-substituted ketone is reacted with an optically active amine to yield a diastereomer mixture of an optically active α-substituted aminoketone. One of the diastereomers is isolated optionally after the diastereomers are converted to salts with an acid. The optically active α-substituted aminoketone or a salt thereof thus isolated was stereoselectively reduced to yield an optically active β-substituted amino alcohol. The optically active β-substituted amino alcohol is subjected to hydrogenolysis to produce an optically active β-amino alcohol or a salt thereof.

PHENOL DERIVATIVES AND METHOD OF USE THEREOF

The present invention provides novel phenol derivatives represented by the formula: wherein the carbon atom marked with (S) represents a carbon atom in S configuration; Z represents the group represented by the formula: or the formula: wherein the carbon

Antimitotic agents. Chiral isomers of ethyl [5-amino-1,2-dihydro-3-(4- hydroxyphenyl)-2-methylpyrido[3,4-b]pyrazin-7-yl]carbamate

Metabolism studies with ethyl [5-amino-1,2-dihydro-2-methyl-3- phenylpyrido[3,4-b]pyrazin-7-yl]carbamate (1) in mice were reported previously to give a hydroxylated metabolite, which was methylated to give a methoxy derivative. The metabolite and its deri