ChemicalBook > CAS DataBase List > Imidafenacin

Imidafenacin

Product Name
Imidafenacin
CAS No.
170105-16-5
Chemical Name
Imidafenacin
Synonyms
Uritos;Staybla;ONO 8025;Midanacin;4-(2-methyL;Imidafenacin;Midana new API;)-2,2-diphenyL;Imidafenacin-d10;KRP-197; ONO-8025
CBNumber
CB11485032
Molecular Formula
C20H21N3O
Formula Weight
319.4
MOL File
170105-16-5.mol
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Imidafenacin Property

Melting point:
184-187°C
Boiling point:
579.7±50.0 °C(Predicted)
Density 
1.12±0.1 g/cm3(Predicted)
storage temp. 
Sealed in dry,Room Temperature
solubility 
DMSO, Methanol
pka
15.72±0.50(Predicted)
form 
Solid
color 
White
InChI
InChI=1S/C20H21N3O/c1-16-22-13-15-23(16)14-12-20(19(21)24,17-8-4-2-5-9-17)18-10-6-3-7-11-18/h2-11,13,15H,12,14H2,1H3,(H2,21,24)
InChIKey
SQKXYSGRELMAAU-UHFFFAOYSA-N
SMILES
N1(CCC(C2=CC=CC=C2)(C2C=CC=CC=2)C(N)=O)C=CN=C1C
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P321Specific treatment (see … on this label).

P330Rinse mouth.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P362Take off contaminated clothing and wash before reuse.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

TRC
Product number
I275013
Product name
Imidafenacin-d10
Packaging
2.5mg
Price
$250
Updated
2021/12/16
Usbiological
Product number
280397
Product name
Imidafenacin
Packaging
250mg
Price
$333
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
API0019335
Product name
IMIDAFENACIN
Purity
95.00%
Packaging
25MG
Price
$225.75
Updated
2021/12/16
Biosynth Carbosynth
Product number
FI24546
Product name
Imidafenacin
Packaging
50mg
Price
$263
Updated
2021/12/16
AK Scientific
Product number
X5003
Product name
Imidafenacin
Packaging
100mg
Price
$36
Updated
2021/12/16
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Imidafenacin Chemical Properties,Usage,Production

Description

Imidafenacin, an M3/M1 muscarinic receptor antagonist, was introduced in Japan for the oral treatment of OAB. The majority of OAB symptoms are thought to result from overactivity of the detrusor muscle, which is primarily mediated by acetylcholine-induced stimulation of muscarinic M3 receptors in the bladder. Previously marketed muscarinic antagonists for OAB include propiverine, tolterodine, oxybutynin, trospium, darifenacin, and solifenacin. In vitro, imidafenacin is equally active against M1 and M3 receptors (Kb=0.32 and 0.55nM, respectively), and approximately 10-fold less active against M2 receptors (Kb=4.13nM).
Imidafenacin is chemically synthesized in three steps starting with alkylation of diphenylacetonitrile with dibromoethane, followed by condensation with 2-methylimidazole, and hydrolysis of the cyano group to a carboxamide group with 70% sulfuric acid.

Chemical Properties

White Solid

Originator

Kyorin (Japan)

Uses

A novel therapeutic agent for overactive bladder with antimuscarinic activity, on mediator release from urothelium and detrusor overactivity induced by cerebral infarction. A muscarinic antagonist.

Uses

Imidafenacin-d10 is deutirium labelled imidafenacin which is a novel therapeutic agent for overactive bladder with antimuscarinic activity, on mediator release from urothelium and detrusor overactivity induced by cerebral infarction.

Definition

ChEBI: Imidafenacin is a diarylmethane.

brand name

Staybla

Mechanism of action

Imidafenacin binds to and antagonizes muscarinic M1 and M3 receptors with high affinity. It also antagonizes muscarinic M2 receptors but with lower affinity. M3 receptors stimulate the contraction of the detrusor muscle in the bladder via the release of calcium from the sarcoplasmic reticulum. M2 receptors are also present in the detrusor muscle but inhibit adenylate cyclase, which reduces the relaxation mediated by β adrenergic receptors. Finally, M1 receptors are present in the parasympathetic neurons, which release acetylcholine in the bladder. They act as an autocrine positive feedback loop and further increase the release of acetylcholine. Antagonism of these receptors by imidafenacin prevents contraction of the bladder's detrusor muscle, prevents inhibition of the relation produced by sympathetic tone, and reduces acetylcholine release. Together, these reduce the frequency of urination.

Side effects

Like all medicines, imidafenacin can cause side effects, but not everybody will experience them. This drug can cause sleepiness, blurred vision, stomach upset, constipation, and increased triglyceride levels.

Synthesis

Diphenylacetonitrile (53) was alkylated with dibromoethane in the presence of NaNH2 in toluene to give bromide compound 54. The bromide 54 was condensed with 2-methylimidazole in the presence of Et3N in hot DMF to afford 2-methylimidazole derivative 55. Hydrolysis of the cyano group of 55 with 70% sulfuric acid provided imidafenacin (VII).

Imidafenacin Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Imidafenacin manufacturers

hebei hongtan Biotechnology Co., Ltd
Product
Imidafenacin 170105-16-5
Price
US $20.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
2000kg
Release date
2024-05-15
Zibo Hangyu Biotechnology Development Co., Ltd
Product
Imidafenacin 170105-16-5
Price
US $0.10-0.30/kg
Min. Order
1kg
Purity
99%
Supply Ability
20 tons
Release date
2024-02-04
Ouhuang Engineering Materials (Hubei) Co., Ltd
Product
Imidafenacin 170105-16-5
Price
US $50.00/kg
Min. Order
1kg
Purity
99.10%
Supply Ability
50000kg
Release date
2024-04-23

170105-16-5, ImidafenacinRelated Search:


  • ONO 8025
  • KRP-197; ONO-8025
  • Imidafenacin-d10
  • Staybla
  • Uritos
  • 1H-IMidazole-1-butanaMide,2-Methyl-a,a-diphenyl-
  • IMidafenacin DISCONTINUED-PATENTED PRODUCT
  • 4-(2-METHYL-1H-IMIDAZOL-1-YL)-2,2-DIPHENYLBUTANAMIDE
  • 2-Methyl-α,α-diphenyl-1H-iMidazole-1-butanaMide
  • 4-(2-Methyl-1-iMidazolyl)-2,2- diphenylbutanaMide
  • Imidafenacin
  • Midana new API
  • 4-(2-methyL
  • 1H-Imidazole-1-butanamide, 2-methyl-α,α-diphenyl-
  • )-2,2-diphenyL
  • 4-(2-methylimidazol-1-yl)-2,2-diphenylbutanamide
  • Midanacin
  • C20H21N3O Imidafenacin 170105-16-5
  • 170105-16-5
  • Imidazoles, Pyrroles, Pyrazoles, Pyrrolidines
  • Amines
  • Heterocycles
  • Intermediates & Fine Chemicals
  • Pharmaceuticals