170033-47-3

Basic information

• Product Name: (R)-1-N-Boc-2-methylpiperazine
• Synonyms: (R)-TERT-BUTYL 2-METHYLPIPERAZINE-1-CARBOXYLATE;(R)-2-METHYL-PIPERAZINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER;(R)-2-METHYL-1-BOC-PIPERAZINE;(R)-1-N-BOC-2-METHYL PIPERAZINE;(2R)-2-Methylpiperazine, N1-BOC protected;tert-Butyl (2R)-2-methylpiperazine-1-carboxylate;(R)-1-Boc-2-methyl-piperazine;(N)-1-N-Boc-2-methyl-piperazine
• CAS NO: 170033-47-3
• Molecular Formula: C₁₀H₂₀N₂O₂
• Molecular Weight: 200.28
• Product Categories: pharmacetical;Pyrans, Piperidines &Piperazines;Piperaizine;Pyrans, Piperidines & Piperazines
• Mol File: 170033-47-3.mol
• Article Data: 6

Chemical Properties

• Melting Point: 34-36 °C
• Boiling Point: 268.7 °C at 760 mmHg
• Flash Point: 116.3 °C
• Appearance: /
• Density: 0.997 g/cm³
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• PKA: 8.49±0.40(Predicted)
• CAS DataBase Reference: (R)-1-N-Boc-2-methylpiperazine(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-1-N-Boc-2-methylpiperazine(170033-47-3)
• EPA Substance Registry System: (R)-1-N-Boc-2-methylpiperazine(170033-47-3)

Safety Data

• Hazard Codes: Xi
• RIDADR: UN3077
• Hazardous Substances Data: 170033-47-3(Hazardous Substances Data)

Usage

Description

(R)-1-N-Boc-2-methylpiperazine, also known as (R)-1-Boc-2-methylpiperazine, is an organic compound that serves as a crucial intermediate in the synthesis of various pharmaceutical compounds. It is characterized by its unique molecular structure, which features a Boc-protected piperazine ring with a methyl group at the 2-position. This structure endows it with specific reactivity and selectivity in chemical reactions, making it a valuable building block in the development of new drugs.

Uses

Used in Pharmaceutical Industry:
(R)-1-N-Boc-2-methylpiperazine is used as a synthetic intermediate for the development of potent and bioavailable inhibitors of the Na+/H+ exchanger type 3 (NHE3). These inhibitors are of significant interest due to their potential therapeutic applications in the treatment of sleep apneas, a group of sleep disorders characterized by abnormal pauses in breathing during sleep. By targeting NHE3, these inhibitors can help regulate the balance of sodium and hydrogen ions in the body, thereby mitigating the symptoms of sleep apnea and improving overall sleep quality.
In addition to its application in the synthesis of NHE3 inhibitors, (R)-1-N-Boc-2-methylpiperazine may also find use in the development of other pharmaceutical compounds with diverse therapeutic applications. Its unique structural features and reactivity make it a promising candidate for the design and synthesis of novel drugs targeting a wide range of diseases and conditions.

InChI:InChI=1S/C10H20N2O2/c1-8-7-11-5-6-12(8)9(13)14-10(2,3)4/h8,11H,5-7H2,1-4H3

Upstream product

• 170033-58-6 tert-Butyl (R)-2-methyl-4-(phenylmethyl)-1-piperazinecarboxylate 
• 1217684-73-5 C₁₈H₂₆N₂O₄ 
• 170033-53-1 (R)-<2-<(2-Hydroxyethyl)(phenylmethyl)amino>-1-methyl-2-oxoethyl>carbamic acid 1,1-dimethylethyl ester 
• 170033-65-5 (R)-2-Amino-N-benzyl-N-(2-hydroxy-ethyl)-propionamide 
• 170033-55-3 (R)-3-Methyl-1-(phenylmethyl)piperazin-2-one 
• 24424-99-5 di-tert-butyl dicarbonate 
• 132871-09-1 (R)-1-benzyl-3-methylpiperazine-2,5-dione 
• 153842-01-4 (R)-2-(2-Chloro-acetylamino)-propionic acid methyl ester 
• 132871-11-5 (R)-3-Methyl-1-(phenylmethyl)piperazine 

Downstream Products

• 850999-97-2 7-((R)-4-(tert-butoxycarbonyl)-3-methylpiperazin-1-yl)-6,8-difluoro-1-(3-fluorophenyl)-1,4-dihydro-4-oxoquinoline-3-carboxylic acid 
• 850999-95-0 7-((R)-4-(tert-butoxycarbonyl)-3-methylpiperazin-1-yl)-6,8-difluoro-1-(3,4-difluorophenyl)-1,4-dihydro-4-oxoquinoline-3-carboxylic acid 
• 1181076-84-5 N'-{[1,6-diethyl-4-(tetrahydro-2H-pyran-4-ylamino)-1H-pyrazolo[3,4-b]pyridin-5-yl]methyl}-N-[(6-methyl-3'-{[(3R)-3-methyl-1-piperazinyl]methyl}-3-biphenylyl)methyl]-1,1-cyclopropanedicarboxamide 
• 1177561-26-0 C₄₈H₅₉FN₈O₅ 
• 1204535-26-1 1,1-dimethylethyl (2R)-4-[(4-bromo-2-methylphenyl)sulfonyl]-2-methyl-1-piperazinecarboxylate 
• 1095539-51-7 (R)-tert-butyl 4-(3,4-dimethoxyphenyl)-2-methylpiperazine-1-carboxylate 
• 1403499-53-5 (R)-tert-butyl-2-methyl-4-phenylpiperazine-1-carboxylate 
• 1095535-38-8 (1R,2R)-N-(1-cyanocyclopropyl)-2-{[(R)-4-(3,4-dimethoxyphenyl)-2-methylpiperazin-1-yl]carbonyl}cyclohexanecarboxamide 
• 1095535-45-7 (1R,2R)-N-(1-cyanocyclopropyl)-2-{[(R)-4-(1,3-dimethyl-1H-indazol-5-yl)-2-methylpiperazin-1-yl]carbonyl}cyclohexanecarboxamide 
• 1095542-54-3 (R)-3-methyl-1-phenylpiperazine 
• 1095536-71-2 (1R,2R)-N-(1-cyanocyclopropyl)-2-((R)-2-methyl-4-phenylpiperazine-1-carbonyl)cyclohexanecarboxamide 
• 1403499-39-7 (1R,2R)-N-(cyanomethyl)-2-((R)-2-methyl-4-phenylpiperazine-1-carbonyl)cyclohexanecarboxamide 
• 1240589-12-1 (R)-4-carboxymethyl-2-methyl-piperazine-1-carboxylic acid tert-butyl ester 

Relevant articles and documents

GLYCINE TRANSPORTER-1 INHIBITORS

The present invention provides compounds that are glycine transporter 1 (hereinafter referred to as GlyT-1) inhibitors and are therefore useful for the treatment of diseases treatable by inhibition of GlyT1 such as cognitive disorders associated with Schizophrenia, ADHD (attention deficit hyperactivity disorder), MCI (mild cognitive impairment), and the like. Also provided are pharmaceutical compositions containing such compounds and processes for preparing such compounds.

A novel and facile method to synthesize (R)- and (S)-2-methylpiperazine

A concise and efficient synthesis of (R)- and (S)-2-methylpiperazine in only five steps from (D)- and (L)-alanine is described. The key step is reaction of benzylamine with a bifunctional molecule to build a six-membered ring.

Imidazo[1,5-A]quinolines for treatment of anxiety and sleep disorders

Imidazo[1,5-a]quinolines of formula (I) which are useful pharmaceutical agents for the treatment of anxiety, sleep disorders, panic states, convulsions and muscle disorders. STR1