329183-10-0

Basic information

• Product Name: (S)-Tulobuterol
• Synonyms: (S)-Tulobuterol;Benzenemethanol, 2-chloro-a-[[(1,1-dimethylethyl)amino]methyl]-, (aS)- (9CI)
• CAS NO: 329183-10-0
• Molecular Formula: C12H18ClNO
• Molecular Weight: 227.73
• Mol File: 329183-10-0.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (S)-Tulobuterol(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-Tulobuterol(329183-10-0)
• EPA Substance Registry System: (S)-Tulobuterol(329183-10-0)

Safety Data

• Hazardous Substances Data: 329183-10-0(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
(S)-Tulobuterol is used as a bronchodilator for treating asthma and other respiratory conditions. It helps in relaxing the muscles in the airways, making it easier for patients to breathe.
Used in Respiratory Care:
(S)-Tulobuterol is used as a medication for managing respiratory conditions, improving lung function, and providing relief from acute symptoms of bronchoconstriction. Its fast onset of action and long-lasting effects make it a valuable option for patients with respiratory issues.

Upstream product

• 62717-50-4 o-chlorostyrene oxide 
• 75-64-9 tert-butylamine 
• 17849-38-6 2-Chlorobenzyl alcohol 
• 41570-61-0 tulobuterol 
• 89-98-5 2-chloro-benzaldehyde 
• 2142-68-9 1-(2-chlorophenyl)ethanone 
• 72702-57-9 2-Bromo-1-(2-chlorophenyl)ethan-1-ol 
• 27993-71-1 1-(2-chlorophenyl)-2-hydroxyethanone 
• 13524-04-4 2'-chloro-sec-phenethyl alcohol 

Relevant articles and documents

Preparation of a novel hydroxypropyl-γ-cyclodextrin functionalized monolith for separation of chiral drugs in capillary electrochromatography

In this study, a novel hydroxypropyl-γ-cyclodextrin (HP-γ-CD) functionalized monolithic capillary column was prepared by one-pot sequential strategy and used for chiral separation in capillary electrochromatography for the first time. In one pot, GMA-HP-γ-CD as functional monomer was allowed to be formed via the ring opening reaction between HP-γ-CD and glycidyl methacrylate (GMA) catalyzed by 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) and then copolymerized directly with ethylene dimethacrylate (EDMA) and 2-acrylamido-2-methyl propane sulfonic acid (AMPS) in the presence of porogenic solvents via thermally initiated free radical polymerization. The preparation conditions of monoliths were optimized. Enantiomer separations of six chiral drugs including pindolol, clorprenaline, tulobuterol, clenbuterol, propranolol, and tropicamide were achieved on the monolith. Among them, pindolol, clorprenaline, and tropicamide were baseline separated with resolution values of 1.62, 1.73, and 1.55, respectively. The mechanism of enantiomer separation was discussed by comparison of the HP-γ-CD and HP-β-CD functionalized monoliths.

Tulobuterol crystal form and preparation method thereof

The invention provides a tulobuterol crystal form and a preparation method thereof. The preparation method comprises the following steps of: dissolving tulobuterol in ethyl acetate and other good solvents, dropwisely adding n-heptane and other poor solvents into the system, filtering, taking the filter cake, and drying the filter cake to obtain the tulobuterol crystal form crystal. The crystal form is high in purity and good in stability, has superiority in process production, and is suitable for long-term storage in the preparation process.

Process for preparing beta-aminoalcohol from terminal olefin

The invention provides a method for preparing beta-aminoalcohol from terminal olefin. The method comprises the following steps: with the terminal olefin as a raw material, adding dibromohydantoin, conducting stirring, and then adding organic amine to obtain corresponding beta-aminoalcohol. The method has the advantages of mild conditions, easy operation, cheap raw materials, and wide application prospect.

Synthesis of the β2-Agonist Tulobuterol and Its Metabolite 4-Hydroxytulobuterol

Abstract: Alternative methods have been developed for the synthesis of theβ2-agonist tulobuterol and its metabolite4-hydroxytulobuterol with a similar activity. The proposed procedures utilizeavailable reagents, and the key stage in the synthesis is the formation ofintermediate oxirane according to the Corey–Chaykovsky reaction, followed byopening of the oxirane ring by the action of excess tert-butylamine. In the synthesis of 4-hydroxytulobuterol, thehydroxy group was protected by benzylation, and the protecting group was removedin the final stage by hydrogenation over carbon-supported palladium.

Preparation method of tulobuterol

The invention provides a preparation method of tulobuterol. The technical problems of potential safety hazard, complicated post-treatment and the like in the existing method are solved. According to the method, a compound 1-(2-chlorphenyl)-2-tert-butylaminoethanol is synthesized from industrially available 2-chlorostyrene through a two-step reaction. The method is short in reaction step, mild in reaction condition, simple and convenient to operate, high in yield and good in application and development prospect, and can be used for preparing tulobuterol.

METHODS FOR DIAGNOSING, MONITORING AND TREATING NEUROLOGICAL DISEASES AND DISORDERS

In various aspects and embodiments provided are compositions and methods for identifying patients in need of improving cognition and/or treating a neurodegenerative disease in a patient and treating such patient.

Method for synthesizing tulobuterol

The invention discloses a method for synthesizing tulobuterol. According to the method, 1-(2-chlorophenyl)-2-bromoethanone (compound 3) and 1-(2-chlorophenyl)-2,2-dibromoethanone (compound 10) can besimultaneously utilized to synthesize the tulobuterol. In an original route, the compound 10 is a by-product of synthesis of the compound 3, and about 10-15% of the compound 10 is not fully utilized.The method provided by the invention can improve the synthesis yield of the tulobuterol, is simple to operate, is environmentally friendly, is low in cost and is suitable for industrial production.

Method for industrial production of tulobuterol

The invention discloses a method for industrial production of tulobuterol. The method comprises the following steps of 1, preparation of an intermediate II, wherein chloroacetophenone and an oxidant containing DMSO are added into a reaction kettle in sequence, a reaction is carried out for 1-1.5 hours under the condition of heat preservation, stirring is conducted until the reaction is completelyfinished, and through quenching, extraction, washing and concentration, the intermediate II is prepared; 2, preparation of a crude tulobuterol product, wherein the intermediate II, tert-butylamine, analcohol solvent and sodium borohydride are added into the reaction kettle in sequence and stirred, the reaction temperature is controlled, stirring is conducted until the reaction is completely finished, after concentration, extraction, washing and drying with a drying agent, filtration is conducted, and a filtrate is concentrated and recrystallized to obtain the crude tulobuterol product I; 3, refining of the tulobuterol, wherein the crude tulobuterol product I, an organic solvent and activated carbon for refinement of injection are recrystallized to obtain the refined tulobuterol. The industrial production method is green in reaction and simple in step and causes little pollution to the environment, the purity of the product is up to 99.95% or above, and the tulobuterol contains few impurities.

Method for preparing beta-arylamino alcohol drugs such as tulobuterol, clorprenaline, dichloroisoprenaline and sotalol

The invention provides a method for preparing beta-arylamino alcohol drugs such as tulobuterol, clorprenaline, dichloroisoprenaline and sotalol. The beta-arylamino alcohol drugs have a chemical structure represented by a formula 4 shown in the description. The method comprises the following steps: (1) reacting arylethanone represented by a formula 1 shown in the description with a halogenating agent and sulfoxide to obtain arylglyoxal represented by a formula 2 shown in the description and or 1,1-dihydroxyarylethanone represented by a formula 3 shown in the description; and (2) performing a nucleophilic addition reaction on the arylglyoxal represented by the formula 2 and/or the 1,1-dihydroxyarylethanone represented by the formula 3 and an amine compound having a chemical formula of R1-NH2, and performing a reductive amination reaction in the presence of a reducing agent to obtain the beta-arylamino alcohol drugs.

Synthesis method for compound tulobuterol

The invention relates to a synthesis method for compound tulobuterol. The technical problems that potential safety hazards exist in an existing method, and cost is high are solved. The method includes the following steps of a, an olefination reaction, wherein 1-(2-chlorphenyl)-1-ethyl alcohol serves as an initial raw material, and in the presence of a catalyst and acid, a heating reaction is conducted to generate 2-chloro-styrene; b, a cyclization reaction, wherein 2-chloro-styrene serves as a raw material, and in the presence of alkali and an oxidizing agent, an epoxidation reaction is conducted to obtain 2-(2-chlorphenyl) ethylene oxide; c, a ring-opening reaction, wherein 2-(2-chlorphenyl) ethylene oxide serves as a raw material and reacts with tert-butylamine to obtain compound 1-(2-chlorphenyl)-2-tert-butylamino ethanol. The synthesis method can be used for preparing tulobuterol.