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SML1102

Sigma-Aldrich

Darifenacin hydrobromide

≥98% (HPLC)

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Synonym(s):
(3S)-1-[2-(2,3-Dihydro-5-benzofuranyl)ethyl]-α,α-diphenyl-3-pyrrolidineacetamide hydrobromide, UK 88525-04
Empirical Formula (Hill Notation):
C28H30N2O2 · HBr
CAS Number:
133099-07-7
Molecular Weight:
507.46
MDL number:
MFCD08141803
UNSPSC Code:
12352200
PubChem Substance ID:
329825477
NACRES:
NA.77

Quality Level

100

Assay

≥98% (HPLC)

form

powder

optical activity

[α]/D +41 to +49°, c = 1 in methylene chloride

storage condition

desiccated

color

white to beige

solubility

DMSO: 20 mg/mL, clear

storage temp.

−20°C

SMILES string

O=C(N)C([C@H]1CN(CCC2=CC=C(OCC3)C3=C2)CC1)(C4=CC=CC=C4)C5=CC=CC=C5.Br

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

InChI key

UQAVIASOPREUIT-VQIWEWKSSA-N

Gene Information

human ... CHRM2(1129) , CHRM3(1131)

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General description

Darifenacin is a muscarinic receptor antagonist. It is an extended release tablet that has 7.5 mg or 15 mg darifenacin as its hydrobromide salt.

Application

Darifenacin hydrobromide has been used to inject experimental animals.

Biochem/physiol Actions

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 affinity for M3 compared to M1 and M5, respectively, and 59-fold greater affinity for M3 compared to both M2 and M4. Darifenacin is used clinically to treat urinary incontinence and overactive bladder syndrome.
Darifenacin hydrobromide is an antispasmodic muscarinic antagonist, selective for blocking the M3 muscarinic acetylcholine receptor.

Features and Benefits

This compound is a featured product for Neuroscience research. Click here to discover more featured Neuroscience products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

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Evaluating the effect of three newly approved overactive bladder syndrome treating agents on parotid and submandibular salivary glands: Modulation of CXCL10 expression
Aboulhoda BE and Ali EN
Acta Histochemica, 120(3), 269-281 (2018)
Principles and Practice of Urology, 2 (2013)
Ikunobu Muramatsu et al.
Journal of neurochemistry, 149(5), 605-623 (2019-04-11)
Regulation of neurotransmitter release in the central nervous system is complex. Here, we investigated regulatory mechanisms for acetylcholine (ACh) release from cholinergic neurons by performing superfusion experiments with rat striatal segments after labelling the cellular ACh pool with [3 H]choline.
Henry C Liu et al.
The Journal of pharmacology and experimental therapeutics, 359(1), 215-229 (2016-08-05)
Statistical analysis was performed on physicochemical descriptors of ∼250 drugs known to interact with one or more SLC22 "drug" transporters (i.e., SLC22A6 or OAT1, SLC22A8 or OAT3, SLC22A1 or OCT1, and SLC22A2 or OCT2), followed by application of machine-learning methods
J Di Salvo et al.
The Journal of pharmacology and experimental therapeutics, 360(2), 346-355 (2016-12-15)
Although the physiologic role of muscarinic receptors in bladder function and the therapeutic efficacy of muscarinic antagonists for the treatment of overactive bladder are well established, the role of β

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