Production Method 1

1163793-25-6

923565-99-5

Reaction Conditions

1.1 Reagents: Trifluoroacetic acid Solvents: Dichloromethane ;  5 h, rt
1.2 Reagents: Sodium hydroxide Solvents: Water ;  pH 9, rt

Reference

Substituted benzamides as sodium channel inhibitors and their preparation

, World Intellectual Property Organization, , ,

Production Method 2

75336-86-6

923565-99-5

Reaction Conditions

1.1 Reagents: Triethylamine Solvents: Dichloromethane ;  0 °C
1.2 Reagents: Di-tert-butyl dicarbonate Solvents: Dichloromethane ;  1 h, 0 °C; 15 min, 0 °C; 30 min, rt
1.3 Reagents: Triethylamine Solvents: Dichloromethane ;  rt; 30 min, rt
1.4 Reagents: Sodium bicarbonate Solvents: Water
1.5 Reagents: Hydrochloric acid Solvents: Methanol ,  1,4-Dioxane ;  rt; 2 h, rt
1.6 Reagents: Sodium hydroxide Solvents: Ethyl acetate ,  Water ;  rt

Reference

Preparation of heterocyclic phenyl ureas as selective modifiers of cardiac sarcomere for treating heart disease

, World Intellectual Property Organization, , ,

(R)-1-N-CBZ-2-Methylpiperazine Raw materials

• (R)-4-Boc-1-Cbz-2-methyl-piperazine
• (2R)-2-methylpiperazine

(R)-1-N-CBZ-2-Methylpiperazine Preparation Products

• (R)-1-N-CBZ-2-Methylpiperazine (923565-99-5)

• 1. An apparatus for determining small amounts of alchohol in sour milk and urine
  Analyst, 1964,89, 272-275
• 2. An arsenic trioxide nanoparticle prodrug (ATONP) potentiates a therapeutic effect on an aggressive hepatocellular carcinoma model via enhancement of intratumoral arsenic accumulation and disturbance of the tumor microenvironment?
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• 3. Alternative donor substrates for inverting and retaining glycosyltransferases?
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• 4. An amino group functionalized metal–organic framework as a luminescent probe for highly selective sensing of Fe3+ ions?
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• 5. An integrated system for field analysis of Cd(ii) and Pb(ii) via preconcentration using nano-TiO2/cellulose paper composite and subsequent detection with a portable X-ray fluorescence spectrometer?
  Xiaofeng Lin RSC Adv., 2016,6, 9002-9006

• Solvents and Organic Chemicals Organic Compounds Benzenoids Benzene and substituted derivatives Benzyloxycarbonyls

Comprehensive Overview of (R)-1-N-CBZ-2-Methylpiperazine (CAS No. 923565-99-5)

(R)-1-N-CBZ-2-Methylpiperazine, with the CAS number 923565-99-5, is a chiral compound that has garnered significant attention in the fields of medicinal chemistry and pharmaceutical research. This compound is characterized by its unique structural features, which include a piperazine ring and a benzyl carbamate (CBZ) protecting group. These properties make it a valuable intermediate in the synthesis of various bioactive molecules and pharmaceutical agents.

The chiral nature of (R)-1-N-CBZ-2-Methylpiperazine is particularly important, as it can influence the biological activity and pharmacological properties of the final drug product. Chirality, or the property of a molecule to exist in two non-superimposable mirror-image forms (enantiomers), is a critical factor in drug design and development. The (R) enantiomer of this compound has been shown to exhibit distinct biological activities compared to its (S) counterpart, making it a preferred choice for certain applications.

In recent years, (R)-1-N-CBZ-2-Methylpiperazine has been extensively studied for its potential use in the development of new therapeutic agents. One notable area of research involves its application in the synthesis of central nervous system (CNS) drugs. The piperazine moiety is known to interact with various neurotransmitter receptors, making it a valuable scaffold for designing compounds that can modulate neurotransmitter systems. For instance, studies have demonstrated that derivatives of (R)-1-N-CBZ-2-Methylpiperazine can exhibit potent activity against serotonin and dopamine receptors, which are implicated in several neurological disorders such as depression, anxiety, and schizophrenia.

Another area where (R)-1-N-CBZ-2-Methylpiperazine has shown promise is in the development of anti-inflammatory drugs. Inflammation is a complex biological response that plays a crucial role in various diseases, including arthritis and inflammatory bowel disease. Research has indicated that certain derivatives of this compound can effectively inhibit pro-inflammatory cytokines and enzymes, thereby reducing inflammation and associated symptoms. This makes (R)-1-N-CBZ-2-Methylpiperazine an attractive starting material for the synthesis of novel anti-inflammatory agents.

The synthesis of (R)-1-N-CBZ-2-Methylpiperazine typically involves several steps, including the protection of the piperazine nitrogen with a benzyl carbamate group and the introduction of the methyl substituent. The chiral center is often introduced through asymmetric synthesis techniques, such as enzymatic resolution or chiral catalysts. These methods ensure high enantiomeric purity, which is essential for pharmaceutical applications where even small amounts of the wrong enantiomer can lead to adverse effects.

In addition to its use as an intermediate in drug synthesis, (R)-1-N-CBZ-2-Methylpiperazine has also been explored for its potential as a research tool in academic and industrial laboratories. Its ability to selectively interact with specific receptors makes it useful for studying receptor-ligand interactions and elucidating signaling pathways. This information can provide valuable insights into disease mechanisms and guide the development of more effective therapeutic strategies.

The safety profile of (R)-1-N-CBZ-2-Methylpiperazine is another important consideration in its use. While it is generally considered safe when handled under appropriate conditions, proper precautions should be taken to prevent exposure and ensure laboratory safety. This includes using personal protective equipment (PPE) such as gloves and goggles, working in well-ventilated areas, and following established safety protocols.

In conclusion, (R)-1-N-CBZ-2-Methylpiperazine (CAS No. 923565-99-5) is a versatile compound with significant potential in pharmaceutical research and development. Its unique structural features and chiral nature make it an attractive candidate for the synthesis of bioactive molecules with diverse therapeutic applications. Ongoing research continues to uncover new possibilities for this compound, further highlighting its importance in the field of medicinal chemistry.

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