Zamifenacin fumarate - ≥99% , CAS No.127308-98-9

CAS: 127308-98-9 Cat. No.: Z275646 Molecular Weight: 531.6

GRADE & PURITY ≥99%

Synonyms

HY-107649 | UK-76654 fumarate | UK 76654 | (3R)-1-[2-(1-,3-Benzodioxol-5-yl)ethyl]-3-(diphenylmethoxy)piperidine fumarate | ZAMIFENACINFUMARATE | AKOS024457179 | (3R)-3-benzhydryloxy-1-[2-(1,3-benzodioxol-5-yl)ethyl]piperidine;(E)-but-2-enedioic acid | UK

Storage

Store at 2-8°C,Desiccated

Shipped In

Wet ice

Overview

Zamifenacin fumarate is a potent gut-selective muscarinic M3 receptor antagonist. Zamifenacin significantly reduces colonic motility in irritable bowel syndrome.

Specifications

Synonyms

HY-107649 | UK-76654 fumarate | UK 76654 | (3R)-1-[2-(1-, 3-Benzodioxol-5-yl)ethyl]-3-(diphenylmethoxy)piperidine fumarate | ZAMIFENACINFUMARATE | AKOS024457179 | (3R)-3-benzhydryloxy-1-[2-(1, 3-benzodioxol-5-yl)ethyl]piperidine;(E)-but-2-enedioic acid | UK

Specifications & Purity

≥99%

Biochemical and Physiological Mechanisms

Selective M 3 receptor antagonist (pK i values are 8.52 (M 3 ), 7.93 (M 2 ), 7.90 (M 1 ) and 7.78 (M 4 ) respectively). Inhibits gastrointestinal motility in vivo without causing cardiovascular effects.

Storage

Store at 2-8°C, Desiccated

Shipped In

Wet ice

This product requires cold chain shipping. Ground and other economy services are not available.

Note

Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

Purity

≥99%

Names and Identifiers

• Canonical Smiles: C1CC(CN(C1)CCC2=CC3=C(C=C2)OCO3)OC(C4=CC=CC=C4)C5=CC=CC=C5.C(=CC(=O)O)C(=O)O
• IUPAC Name: (3R)-3-benzhydryloxy-1-[2-(1,3-benzodioxol-5-yl)ethyl]piperidine;(E)-but-2-enedioic acid
• InChIKey: PMHKTAIGYOVZEZ-ZHWJIHCSSA-N
• INCHI: 1S/C27H29NO3.C4H4O4/c1-3-8-22(9-4-1)27(23-10-5-2-6-11-23)31-24-12-7-16-28(19-24)17-15-21-13-14-25-26(18-21)30-20-29-25;5-3(6)1-2-4(7)8/h1-6,8-11,13-14,18,24,27H,7,12,15-17,19-20H2;1-2H,(H,5,6)(H,7,8)/b;2-1+/t24-;/m1./s1
• Isomeric SMILES: C1C[C@H](CN(C1)CCC2=CC3=C(C=C2)OCO3)OC(C4=CC=CC=C4)C5=CC=CC=C5.C(=C/C(=O)O)\C(=O)O
• Alternate CAS: 127308-82-1
• Molecular Weight: 531.6

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Class Benzene and substituted derivatives
      • Subclass Diphenylmethanes

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: Benzene and substituted derivatives
• Subclass: Diphenylmethanes
• Intermediate Tree Nodes: Not available
• Direct Parent: Diphenylmethanes
• Alternative Parents: Benzodioxoles Benzylethers Phenethylamines Aralkylamines Unsaturated fatty acids Piperidines Dicarboxylic acids and derivatives Trialkylamines Azacyclic compounds Dialkyl ethers Carboxylic acids Acetals Oxacyclic compounds Hydrocarbon derivatives Carbonyl compounds Organic oxides Organopnictogen compounds
• Molecular Framework: Not available
• Substituents: Diphenylmethane - Benzodioxole - Benzylether - Phenethylamine - Aralkylamine - Dicarboxylic acid or derivatives - Piperidine - Unsaturated fatty acid - Fatty acid - Fatty acyl - Tertiary aliphatic amine - Tertiary amine - Organoheterocyclic compound - Oxacycle - Azacycle - Carboxylic acid derivative - Carboxylic acid - Dialkyl ether - Ether - Acetal - Amine - Organopnictogen compound - Organonitrogen compound - Organooxygen compound - Organic oxide - Carbonyl group - Hydrocarbon derivative - Organic nitrogen compound - Organic oxygen compound - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as diphenylmethanes. These are compounds containing a diphenylmethane moiety, which consists of a methane wherein two hydrogen atoms are replaced by two phenyl groups.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Solubility: Soluble in DMSO to 100 mM and in ethanol to 25 mM
• Sensitivity: Moisture sensitive.
• Molecular Weight: 531.600 g/mol
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 9
• Exact Mass: 531.226 Da
• Monoisotopic Mass: 531.226 Da
• Topological Polar Surface Area: 106.000 Ų
• Heavy Atom Count: 39
• Formal Charge: 0
• Complexity: 632.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 1
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 1
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 1
• Covalently-Bonded Unit Count: 2

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