Darifenacin HBr - ≥98% , Muscarinic acetylcholine receptor M3 antagonist, CAS No.133099-07-7, Muscarinic acetylcholine receptor M3 antagonist

CAS: 133099-07-7 Cat. No.: D129992 Molecular Weight: 507.46 EC Number: 603-705-7

GRADE & PURITY ≥98%

Synonyms

UK 88525-04 | 2-[(3S)-1-[2-(2,3-dihydro-1-benzofuran-5-yl)ethyl]pyrrolidin-3-yl]-2,2-diphenylacetamide;hydrobromide | Darifenacin hydrobromide [USAN] | Darifenacinhydrobromide | KOM | DARIFENACIN HYDROBROMIDE [MI] | Darilong | Tox21_112636 | Z1546616192 |

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

Darifenacin is a selective M3 muscarinic receptor antagonist with pKi of 8.9.
An M3 muscarinic acetylcholine receptor blocker.

Specifications

Synonyms

UK 88525-04 | 2-[(3S)-1-[2-(2, 3-dihydro-1-benzofuran-5-yl)ethyl]pyrrolidin-3-yl]-2, 2-diphenylacetamide;hydrobromide | Darifenacin hydrobromide [USAN] | Darifenacinhydrobromide | KOM | DARIFENACIN HYDROBROMIDE [MI] | Darilong | Tox21_112636 | Z1546616192 |

Specifications & Purity

≥98%

Biochemical and Physiological Mechanisms

Darifenacin hydrobromide is an antispasmodic muscarinic antagonist, selective for blocking the M3 muscarinic acetylcholine receptor, which is primarily responsible for bladder muscle contractions. Darifenacin hydrobromide has 9 and 12-fold greater affinit

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

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

Action Type

ANTAGONIST

Mechanism of action

Muscarinic acetylcholine receptor M3 antagonist

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

≥98%

Names and Identifiers

• Pubchem Sid: 504758822
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504758822
• Canonical Smiles: C1CN(CC1C(C2=CC=CC=C2)(C3=CC=CC=C3)C(=O)N)CCC4=CC5=C(C=C4)OCC5.Br
• IUPAC Name: 2-[(3S)-1-[2-(2,3-dihydro-1-benzofuran-5-yl)ethyl]pyrrolidin-3-yl]-2,2-diphenylacetamide;hydrobromide
• InChIKey: UQAVIASOPREUIT-VQIWEWKSSA-N
• INCHI: 1S/C28H30N2O2.BrH/c29-27(31)28(23-7-3-1-4-8-23,24-9-5-2-6-10-24)25-14-17-30(20-25)16-13-21-11-12-26-22(19-21)15-18-32-26;/h1-12,19,25H,13-18,20H2,(H2,29,31);1H/t25-;/m1./s1
• Isomeric SMILES: C1CN(C[C@@H]1C(C2=CC=CC=C2)(C3=CC=CC=C3)C(=O)N)CCC4=CC5=C(C=C4)OCC5.Br
• WGK Germany: 3
• Molecular Weight: 507.46
• Reaxy-Rn: 9029066
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=9029066&ln=

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: Phenylacetamides Phenethylamines Coumarans Alkyl aryl ethers Aralkylamines N-alkylpyrrolidines Trialkylamines Primary carboxylic acid amides Amino acids and derivatives Oxacyclic compounds Azacyclic compounds Organic oxides Hydrocarbon derivatives Hydrobromides Carbonyl compounds Organopnictogen compounds
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Diphenylmethane - Phenylacetamide - Phenethylamine - Coumaran - Alkyl aryl ether - Aralkylamine - N-alkylpyrrolidine - Pyrrolidine - Amino acid or derivatives - Carboxamide group - Primary carboxylic acid amide - Tertiary amine - Tertiary aliphatic amine - Ether - Carboxylic acid derivative - Oxacycle - Organoheterocyclic compound - Azacycle - Carbonyl group - Organic oxide - Organic nitrogen compound - Organopnictogen compound - Organooxygen compound - Organonitrogen compound - Organic oxygen compound - Amine - Hydrocarbon derivative - Hydrobromide - 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: hydrobromide

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

Associated Targets(Human)

HepG2 (196354 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

TDP1 Tchem Tyrosyl-DNA phosphodiesterase 1 (345557 Activities)

Discover Target: TDP1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Associated Targets(non-human)

Hdac6 Histone deacetylase 6 (222 Activities)

Discover Target: Hdac6

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

rep Replicase polyprotein 1ab (378 Activities)

Discover Target: rep

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in water (<1 mg/ml at 25 °C), chloroform, DMSO (117 mg/ml at 25 °C), methanol, and ethanol (<1 mg/ml at 25 °C).
• Sensitivity: Moisture sensitive
• Melt Point(°C): 228-230°C
• Molecular Weight: 507.500 g/mol
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 7
• Exact Mass: 506.157 Da
• Monoisotopic Mass: 506.157 Da
• Topological Polar Surface Area: 55.600 Ų
• Heavy Atom Count: 33
• Formal Charge: 0
• Complexity: 607.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 1
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 2

XLogP3

References

1. Han Yixiu, Li Peipei, Du Yingxiang.  (2023)  Encapsulating functionalized graphene quantum dot into metal-organic framework as a ratiometric fluorescent nanoprobe for doxycycline sensing.  MICROCHIMICA ACTA,  190  (6): (1-9).  [PMID:37217761] [10.1007/s00604-023-05815-x]