18840-47-6

Usage

Originator

Pressionorm,Helopharm,W. Germany,1981

Manufacturing Process

Hydrolysis of D-(+)-1-(3-rnethoxyphenyl)-2-aminopropane: 2.42 mols (40 g) of the compound are dissolved in 6N hydrochloric acid in a bomb tube consisting of stainless steel and having a capacity of 500 ml. Hydrogen chloride gas is passed into the ice-cooled solution until this is saturated, The solution is then heated to 130°C for 2 hours in an air bath. After cooling and driving off the hydrochloric acid at a slightly elevated temperature, the hydrochloride of the 3-hydroxyphenyl derivative is present in the form of a yellowish syrup. The free base can be liberated from the hydrochloride by extracting a butanol solution of the hydrochloride several times with sodium bicarbonate solution. After recrystallization from isopropanol/ligroin, the yield of D-(+)-1-(3- hydroxyphenyl)-2-aminopropane amounts to 33.0 g, corresponding to 90.1% of theory relative to the D-form. Melting point = 152°C to 154°C.

Therapeutic Function

Antihypotensive

InChI:InChI=1/C9H13NO/c1-7(10)5-8-3-2-4-9(11)6-8/h2-4,6-7,11H,5,10H2,1H3/t7-/m0/s1

Upstream product

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Relevant academic research and scientific papers

Transaminase-Mediated Amine Borrowing via Shuttle Biocatalysis

Shuttle catalysis has emerged as a useful methodology for the reversible transfer of small functional groups, such as CO and HCN, and goes far beyond transfer hydrogenation chemistry. While a biocatalytic hydrogen-borrowing methodology is well established, the biocatalytic borrowing of alternative functional groups has not yet been realized. Herein, we present a new concept of amine borrowing via biocatalytic shuttle catalysis, which has no counterpart in chemo-shuttle catalysis and allows efficient intermolecular amine shuttling to generate reactive intermediates in situ. By coupling this dynamic exchange with an irreversible downstream step to displace the reaction equilibrium in the forward direction, high conversion to target products can be achieved. We showcase the potential of this amine-borrowing methodology using a biocatalytic equivalent of both the Knorr-pyrrole synthesis and Pictet-Spengler reaction.

A 3 - (2 - amino-propyl) phenol preparation method (by machine translation)

The invention discloses a 3 - (2 - amino-propyl) phenol preparation method, in order to methoxy bromophenylacetic, epoxy propane, methyl sulfonic acid, ammonia methanol and hydrobromic acid as the raw materials, through the four-step reaction to obtain the target product 3 - (2 - amino-propyl) phenol. The invention has simple operation, environment friendly, comprehensive yield is 63% more, than the existing 35.6% yield, with a remarkable enhancement, greatly reduces the production cost of the existing drugs, is suitable for industrial scale production. (by machine translation)

TETRAHYDROISOQUINOLINE ESTROGEN RECEPTOR MODULATORS AND USES THEREOF

Described herein are tetrahydroisoquinoline compounds with estrogen receptor modulation activity or function having the Formula I structure: I and stereoisomers, tautomers, or pharmaceutically acceptable salts thereof, and with the substituents and structural features described herein. Also described are pharmaceutical compositions and medicaments that include the Formula I compounds, as well as methods of using such estrogen receptor modulators, alone and in combination with other therapeutic agents, for treating diseases or conditions that are mediated or dependent upon estrogen receptors.

DERIVATIVES OF 4-(2-AMINO-1-HYDROXYETHYL)PHENOL AS AGONISTS OF THE BETA2 ADRENERGIC RECEPTOR

The present invention provides a compound of formula (I): wherein: ? R1 is a group selected from -CH2OH,-NH(CO)H and ? R2 is a hydrogen atom; or ? R1together with R2 form the group -NH-C(O)-CH=CH-, wherein the nitrogen atom is bound to the carbon atom in the phenyl ring holding R1and the carbon atom is bound to the carbon atom in the phenyl ring holding R2 ? R3a and R3bare independently selected from the group consisting of hydrogen atoms and C1-4alkyl groups, ? n represents an integer from 1 to 3; ? Ad represents 1-adamantyl or 2-adamantyl group, or a pharmaceutically-acceptable salt or solvate or stereoisomer thereof.