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(R)-Meclizine is a chemical compound that serves as an antihistamine and antiemetic medication. It is particularly effective in treating symptoms of motion sickness, vertigo, and dizziness. (R)-Meclizine works by blocking the action of histamine in the body, which in turn helps to alleviate symptoms such as nausea, vomiting, and dizziness. As a stereoisomer of meclizine, the (R)-enantiomer is recognized for its greater potency and longer duration of action when compared to the (S)-enantiomer. (R)-Meclizine is available in various forms, including tablets, chewable tablets, and oral disintegrating tablets, and is generally well-tolerated with minimal side effects when used as directed.

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  • 189298-48-4 Structure
  • Basic information

    1. Product Name: (R)-Meclizine
    2. Synonyms: (R)-Meclizine;Piperazine, 1-[(4-chlorophenyl)phenylmethyl]-4-[(3-methylphenyl)methyl]-, (R)-;Piperazine, 1-[(R)-(4-chlorophenyl)phenylmethyl]-4-[(3-methylphenyl)methyl]- (9CI)
    3. CAS NO:189298-48-4
    4. Molecular Formula: C25H27 Cl N2
    5. Molecular Weight: 0
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 189298-48-4.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: N/A
    3. Flash Point: N/A
    4. Appearance: /
    5. Density: N/A
    6. Refractive Index: N/A
    7. Storage Temp.: N/A
    8. Solubility: N/A
    9. CAS DataBase Reference: (R)-Meclizine(CAS DataBase Reference)
    10. NIST Chemistry Reference: (R)-Meclizine(189298-48-4)
    11. EPA Substance Registry System: (R)-Meclizine(189298-48-4)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 189298-48-4(Hazardous Substances Data)

189298-48-4 Usage

Uses

Used in Pharmaceutical Industry:
(R)-Meclizine is used as an antihistamine and antiemetic agent for treating symptoms of motion sickness, vertigo, and dizziness. Its ability to block histamine action in the body helps reduce nausea, vomiting, and dizziness, making it a valuable medication for these conditions.
Used in Medical Treatment:
(R)-Meclizine is used as a therapeutic agent to alleviate the discomfort and distress caused by motion sickness, vertigo, and dizziness. Its effectiveness in managing these symptoms contributes to its widespread use in medical treatment for individuals suffering from these conditions.

Check Digit Verification of cas no

The CAS Registry Mumber 189298-48-4 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,8,9,2,9 and 8 respectively; the second part has 2 digits, 4 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 189298-48:
(8*1)+(7*8)+(6*9)+(5*2)+(4*9)+(3*8)+(2*4)+(1*8)=204
204 % 10 = 4
So 189298-48-4 is a valid CAS Registry Number.

189298-48-4Downstream Products

189298-48-4Relevant articles and documents

BF3·Et2O as a metal-free catalyst for direct reductive amination of aldehydes with amines using formic acid as a reductant

Fan, Qing-Hua,Liu, Xintong,Luo, Zhenli,Pan, Yixiao,Xu, Lijin,Yang, Ji,Yao, Zhen,Zhang, Xin

supporting information, p. 5205 - 5211 (2021/07/29)

A versatile metal- and base-free direct reductive amination of aldehydes with amines using formic acid as a reductant under the catalysis of inexpensive BF3·Et2O has been developed. A wide range of primary and secondary amines and diversely substituted aldehydes are compatible with this transformation, allowing facile access to various secondary and tertiary amines in high yields with wide functional group tolerance. Moreover, the method is convenient for the late-stage functionalization of bioactive compounds and preparation of commercialized drug molecules and biologically relevant N-heterocycles. The procedure has the advantages of simple operation and workup and easy scale-up, and does not require dry conditions, an inert atmosphere or a water scavenger. Mechanistic studies reveal the involvement of imine activation by BF3and hydride transfer from formic acid.

Bisulfite Addition Compounds as Substrates for Reductive Aminations in Water

Bailey, J. Daniel,Iyer, Karthik S.,Leahy, David K.,Li, Xiaohan,Lipshutz, Bruce H.,Thakore, Ruchita R.

supporting information, p. 7205 - 7208 (2021/09/22)

Highly valued products resulting from reductive aminations utilizing shelf-stable bisulfite addition compounds of aldehydes can be made under aqueous micellar catalysis conditions. Readily available α-picolineborane serves as the stoichiometric hydride source. Recycling of the aqueous reaction medium is easily accomplished, and several applications to targets in the pharmaceutical industry are documented.

Discriminating non-ylidic carbon-sulfur bond cleavages of sulfonium ylides for alkylation and arylation reactions

Cai, Lei,Chen, Qi,Fang, Jing,Li, Ting,Liao, Zhiwen,Ma, Xiang,Meng, Lingkui,Sun, Jiuchang,Wan, Qian,Zeng, Jing

supporting information, (2021/07/25)

A sulfonium ylide participated alkylation and arylation under transition-metal free conditions is described. The disparate reaction pattern allowed the separate activation of non-ylidic S-alkyl and S-aryl bond. Under acidic conditions, sulfonium ylides serve as alkyl cation precursors which facilitate the alkylations. While under alkaline conditions, cleavage of non-ylidic S-aryl bond produces O-arylated compounds efficiently. The robustness of the protocols were established by the excellent compatibility of wide variety of substrates including carbohydrates.

One-Pot Transfer Hydrogenation Reductive Amination of Aldehydes and Ketones by Iridium Complexes “on Water”

Ouyang, Lu,Xia, Yanping,Liao, Jianhua,Luo, Renshi

, p. 6387 - 6391 (2020/09/11)

An efficient and practical one-pot transfer hydrogenation reductive amination of aldehydes and ketones with amines has been developed by using iridium complexes as catalysts and formic acid as hydrogen source in aqueous solution, providing an environmentally friendly methodology for the construction of a wide range of functionalized amine compounds in excellent yields (≈ 80 %-95 %). This effective methodology can be scaled up to gram scale with 0.1 mol-% catalyst loading and also be employed in the synthesis of medical substances such as Meclizine.

DEUTERATED MECLIZINE

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Paragraph 130; 131; 132; 133, (2017/02/24)

This invention relates to deuterated forms of meclizine, and pharmaceutically acceptable salts or hydrates thereof. This invention also provides compositions comprising a compound of this invention and the use of such compositions in methods of treating d

A traceless perfluoroalkylsulfonyl (PFS) linker for the deoxygenation of phenols

Pan, Yijun,Holmes, Christopher P.

, p. 2769 - 2770 (2007/10/03)

(Equation presented) The synthesis of a novel perfluoroalkylsulfonyl (PFS) fluoride is described for use as a traceless linker in solid-phase organic synthesis. Attachment to the resin and subsequent coupling of a phenol affords a stable arylsulfonate that behaves as a support-bound aryl triflate. Palladium-mediated reductive cleavage of a wide variety of phenols generated the parent arenes. The resin-bound aryl triflate was shown to be stable to reductive amination conditions, and the traceless synthesis of Meclizine is reported.

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