188904-84-9

Basic information

• Product Name: Piperidine, 1-benzoyl-4-methylene-
• CAS NO: 188904-84-9
• Molecular Formula: C13H15NO
• Molecular Weight: 201.268
• Mol File: 188904-84-9.mol

Chemical Properties

• CAS DataBase Reference: Piperidine, 1-benzoyl-4-methylene-(CAS DataBase Reference)
• NIST Chemistry Reference: Piperidine, 1-benzoyl-4-methylene-(188904-84-9)
• EPA Substance Registry System: Piperidine, 1-benzoyl-4-methylene-(188904-84-9)

Safety Data

• Hazardous Substances Data: 188904-84-9(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
Piperidine, 1-benzoyl-4-methyleneis used as a key intermediate in the synthesis of various pharmaceutical compounds. Its unique structure and reactivity make it a valuable building block for the development of new drugs with improved therapeutic properties.
Used in Agrochemical Industry:
In the agrochemical industry, Piperidine, 1-benzoyl-4-methyleneis utilized as a precursor for the production of various agrochemicals, such as pesticides and herbicides. Its reactivity and stability contribute to the effectiveness and performance of these products in agricultural applications.
Used in Organic Synthesis:
Piperidine, 1-benzoyl-4-methyleneis used as a versatile building block in organic synthesis for the creation of a wide range of organic compounds. Its unique structure and reactivity allow for the formation of various functional groups and molecular architectures, expanding the scope of synthetic chemistry.

Upstream product

• 63608-15-1 (4-(chloromethyl)piperidin-1-yl)(phenyl)methanone 

Downstream Products

• 65-85-0 benzoic acid 
• 148133-82-8 4-methylene piperidine 
• 164650-45-7 (2R*,3R*)-2-(2,4-difluorophenyl)-3-(4-methylenepiperidino)-1-(1H-1,2,4-triazol-1-yl)-2-butanol 
• 164650-45-7 (2R,3R)-2-(2,4-difluorophenyl)-3-(4-methylenepiperidine-1-yl)-1-(1H-1,2,4-triazole-1-yl)-butane-2-ol 
• 164650-45-7 (2S,3S)-2-(2,4-difluorophenyl)-3-(4-methylenepiperidin-1-yl)-1-(1H-1,2,4-triazol-1-yl)-2-butanol 

Relevant articles and documents

Synthesis and antifungal activities of (2R,3R)-2-aryl-1-azolyl-3- (substituted amino)-2-butanol derivatives as topical antifungal agents

2-Aryl-1-azolyl-3-(substituted amino)-2-butanol derivatives I were prepared by ring-opening reaction of epoxides II with excess amine, and their antifungal activities were evaluated as topical agents. Azolyl-cyclic amine derivatives with a methylene group showed extremely strong activity with a broad spectrum in vitro. In general, anti-Trichophyton mentagrophytes activities of most of the topical antifungal agents are substantially reduced by addition of keratin (a major constituent of the keratinized tissue). However, the triazole derivative (2R,3R)-2-(2,4-difluorophenyl)-3-(4- methylenepiperidino)-1-(1H-1,2,4-triazol-1-yl)-2-butanol ((-)-40, KP-103) showed very little deactivation by addition of keratin. This biological characteristic of triazole derivative (-)-40 resulted in excellent therapeutic efficacy on dermatophytosis superior to that of the corresponding imidazole derivative ((-)-41).

Process for the preparation of 4-methylenepiperidine

PCT No. PCT/JP96/02810 Sec. 371 Date Mar. 26, 1998 Sec. 102(e) Date Mar. 26, 1998 PCT Filed Sep. 26, 1996 PCT Pub. No. WO97/11939 PCT Pub. Date Apr. 3, 1997A process for preparing 4-methylenepiperidine having a formula (VII): which comprises reacting an isonipecotate having a formula (I): wherein R1 is methyl group or ethyl group, with an acylating agent having a formula (II): R2X or a formula (II'): (R2)2O wherein R2 is benzoyl group or acetyl group and X is chlorine atom or bromine atom, in the presence or the absence of a base, reducing the resulting ester having a formula (III): wherein R1 and R2 are the same as defined above, with sodium borohydride or lithium borohydride in an organic solvent containing methanol, reacting the resulting alcohol with a halogenating agent without any solvent or in an organic solvent in the presence or the absence of a base, reacting the resulting halide with a dehydrohalogenating agent in an organic solvent and hydrolyzing the resulting methylene compound having a formula (VI): wherein R2 is the same as defined above, with a strong alkaline in water or an organic solvent containing water.