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(-)-(S)-Cibenzoline, a chiral benzodiazepine compound, is distinguished by its (S)-enantiomer which possesses the active pharmacological properties. It is an antiarrhythmic agent specifically designed for the treatment of severe ventricular arrhythmias, offering a well-tolerated and minimal side effect profile for patients with serious heart rhythm disorders.

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  • 103419-18-7 Structure
  • Basic information

    1. Product Name: (-)-(S)-Cibenzoline
    2. Synonyms: (-)-(S)-Cibenzoline;1H-Imidazole, 2-(2,2-diphenylcyclopropyl)-4,5-dihydro-, (S)-;1H-Imidazole, 2-[(1S)-2,2-diphenylcyclopropyl]-4,5-dihydro-
    3. CAS NO:103419-18-7
    4. Molecular Formula: C18H18 N2
    5. Molecular Weight: 0
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 103419-18-7.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: (-)-(S)-Cibenzoline(CAS DataBase Reference)
    10. NIST Chemistry Reference: (-)-(S)-Cibenzoline(103419-18-7)
    11. EPA Substance Registry System: (-)-(S)-Cibenzoline(103419-18-7)
  • 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: 103419-18-7(Hazardous Substances Data)

103419-18-7 Usage

Uses

Used in Pharmaceutical Industry:
(-)-(S)-Cibenzoline is used as an antiarrhythmic medication for the treatment of severe ventricular arrhythmias. It functions by decelerating the heart rate and stabilizing the cardiac rhythm, thereby effectively managing irregular heartbeats and preventing life-threatening arrhythmic episodes. Its oral administration and favorable tolerability make it a valuable treatment option for individuals suffering from significant heart rhythm disturbances.

Check Digit Verification of cas no

The CAS Registry Mumber 103419-18-7 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,0,3,4,1 and 9 respectively; the second part has 2 digits, 1 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 103419-18:
(8*1)+(7*0)+(6*3)+(5*4)+(4*1)+(3*9)+(2*1)+(1*8)=87
87 % 10 = 7
So 103419-18-7 is a valid CAS Registry Number.

103419-18-7Relevant articles and documents

Novel Process For The Preparation Of (-)-Cibenzoline Succinate

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Paragraph 0230; 0231; 0255; 0256, (2020/08/11)

The present invention relates to a crystalline form of (-)-cibenzoline succinate. The present invention also relates to a method for manufacturing (-)-cibenzoline succinate having a chiral purity of 99.9% or higher. In addition, the present invention provides the method for manufacturing (-)-cibenzoline succinate and a crystalline form thereof. The (-)-cibenzoline succinate according to the present invention is economical and remarkably advantageous for mass production.COPYRIGHT KIPO 2020

NOVEL PROCESS FOR THE PREPARATION OF (+)-CIBENZOLINE SUCCINATE

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Paragraph 213-215; 238-240, (2020/05/12)

The present invention relates to a crystalline form of (+)-Cibenzoline succinate. The present invention is also related to a process for the preparation of (+)-Cibenzoline succinate with chiral purity greater than 99.9%. The present invention also provides a process for the preparation of (+)-Cibenzoline succinate and a crystalline form thereof.

Convenient preparation of optically active cibenzoline and analogues from 3,3-diaryl-2-propen-1-ols

Koyata, Naka,Miura, Tsuyoshi,Akaiwa, Yoko,Sasaki, Hisashi,Sato, Rie,Nagai, Takuya,Fujimori, Hirohisa,Noguchi, Takuya,Kirihara, Masayuki,Imai, Nobuyuki

experimental part, p. 2065 - 2071 (2010/01/16)

(R)-(+)-Cibenzoline (95% ee) was synthesized in two steps from (+)-2,2-diphenylcyclopropylmethanol 3a (98% ee), which was oxidized with IBX in DMSO, followed by treatment with ethylenediamine in the presence of I2 and K2CO3/sub

Novel process for the synthesis of class I antiarrhythmic agent (±)-cibenzoline and its analogs

Gholap, Atul R.,Paul, Vincent,Srinivasan, Kumar V.

, p. 2967 - 2982 (2008/12/22)

Synthesis of (±)-cibenzoline and its analogs has been achieved by a simple sequence of reactions. The diaryl cyanoolefin intermediate 3 could be prepared by Knoevenagel condensation of benzophenone with ethylcyanoacetate to form the tetra-substituted olefin intermediate 2 followed by Krapcho deethoxycarbonylation or from β-hydroxynitrile intermediate 2' followed by the elimination of hydroxyl group respectively. The 2,2- diphenylcyclopropanecarbonitrile 4 was synthesized from intermediate 3 by cyclopropanation, which was converted to (±)-2-(2,2-diphenylcyclopropyl)- 2-imidazoline 5 by reaction with ethylenediamine in the presence of a catalytic amount of sulfur. Moreover, the obtained 2-imidazolines were smoothly oxidized to the corresponding imidazoles 6 in good to moderate yields. Copyright Taylor & Francis Group, LLC.

Syntheses of (R)-(+)-cibenzoline and analogues via catalytic enantioselective cyclopropanation using (S)-phenylalanine-derived disulfonamide

Miura, Tsuyoshi,Murakami, Yasuoki,Imai, Nobuyuki

, p. 3067 - 3069 (2007/10/03)

Cyclopropanation of 3,3-diaryl-2-propen-1-ols 1 with Et2Zn and CH2I2 proceeded in the presence of a catalytic amount of (S)-2-(methanesulfonyl)amino-1-(p-toluenesulfonyl)amino-3-phenylpropane 2 to afford the corresponding

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