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160970-54-7,MFCD00930170
Catalog No.:AA001VHU

160970-54-7 | 1-(3-hydroxypropyl)-5-[(2R)-2-({2-[2-(2,2,2-trifluoroethoxy)phenoxy]ethyl}amino)propyl]-2,3-dihydro-1H-indole-7-carboxamide

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100mg
98%(HPLC)powder
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1g
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5g
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA001VHU
Chemical Name:
1-(3-hydroxypropyl)-5-[(2R)-2-({2-[2-(2,2,2-trifluoroethoxy)phenoxy]ethyl}amino)propyl]-2,3-dihydro-1H-indole-7-carboxamide
CAS Number:
160970-54-7
Molecular Formula:
C25H32F3N3O4
Molecular Weight:
495.5345
MDL Number:
MFCD00930170
SMILES:
OCCCN1CCc2c1c(cc(c2)C[C@H](NCCOc1ccccc1OCC(F)(F)F)C)C(=O)N
Properties
Computed Properties
 
Complexity:
654  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
1  
Heavy Atom Count:
35  
Hydrogen Bond Acceptor Count:
9  
Hydrogen Bond Donor Count:
3  
Rotatable Bond Count:
13  
XLogP3:
3.6  

Literature

Title: Silodosin : a new subtype selective alpha-1 antagonist for the treatment of lower urinary tract symptoms in patients with benign prostatic hyperplasia.

Journal: Expert opinion on pharmacotherapy 20121001

Title: Benign prostatic hyperplasia (BPH) management in the primary care setting.

Journal: The Canadian journal of urology 20121001

Title: Emerging therapies: what's new is old and what's old is new.

Journal: The Canadian journal of urology 20121001

Title: Effects of tamsulosin and silodosin on isolated albino and pigmented rabbit iris dilators: possible mechanism of intraoperative floppy-iris syndrome.

Journal: Journal of cataract and refractive surgery 20120901

Title: Re: Naftopidil vs silodosin in medical expulsive therapy for ureteral stones: a randomized controlled study in Japanese male patients.

Journal: International journal of urology : official journal of the Japanese Urological Association 20120801

Title: Comparison of the effects of four α1-adrenoceptor antagonists on ejaculatory function in rats.

Journal: Urology 20120801

Title: Effect of silodosin on detrusor overactivity in the male spontaneously hypertensive rat.

Journal: BJU international 20120701

Title: Excitatory effect of propiverine hydrochloride on urethral activity in rats.

Journal: International journal of urology : official journal of the Japanese Urological Association 20120601

Title: Re: silodosin therapy for lower urinary tract symptoms in men with suspected benign prostatic hyperplasia: results of an international, randomized, double-blind, placebo- and active-controlled clinical trial performed in Europe.

Journal: The Journal of urology 20120501

Title: Silodosin: erectile and ejaculatory disorders.

Journal: Prescrire international 20120501

Title: Prescriber monitoring for benign prostatic hyperplasia within a family medicine clinic: a comparison of medication classes.

Journal: Journal of pharmacy practice 20120401

Title: New clinical evidence of silodosin, an α(1A) selective adrenoceptor antagonist, in the treatment for lower urinary tract symptoms.

Journal: International journal of urology : official journal of the Japanese Urological Association 20120401

Title: Effects of α1-adrenoceptor antagonists on phenylephrine-induced salivary secretion and intraurethral pressure elevation in anesthetized rats.

Journal: European journal of pharmacology 20120315

Title: Silodosin and its potential for treating premature ejaculation: a preliminary report.

Journal: International journal of urology : official journal of the Japanese Urological Association 20120301

Title: Benign prostatic hyperplasia: from bench to clinic.

Journal: Korean journal of urology 20120301

Title: α-Blockers for benign prostatic hyperplasia: the new era.

Journal: Current opinion in urology 20120101

Title: Tamsulosin potently and selectively antagonizes human recombinant α(1A/1D)-adrenoceptors: slow dissociation from the α(1A)-adrenoceptor may account for selectivity for α(1A)-adrenoceptor over α(1B)-adrenoceptor subtype.

Journal: Biological & pharmaceutical bulletin 20120101

Title: Non-inferiority of silodosin to tamsulosin in treating patients with lower urinary tract symptoms (LUTS) associated with benign prostatic hyperplasia (BPH).

Journal: BJU international 20111201

Title: Comparison of prophylactic naftopidil, tamsulosin, and silodosin for 125I brachytherapy-induced lower urinary tract symptoms in patients with prostate cancer: randomized controlled trial.

Journal: International journal of radiation oncology, biology, physics 20111115

Title: Naftopidil vs silodosin in medical expulsive therapy for ureteral stones: a randomized controlled study in Japanese male patients.

Journal: International journal of urology : official journal of the Japanese Urological Association 20111101

Title: [Medical expulsive therapy facilitated by alpha 1 adrenoceptor antagonist].

Journal: Clinical calcium 20111001

Title: Silodosin in the treatment of the signs and symptoms of benign prostatic hyperplasia: profile report.

Journal: Drugs & aging 20111001

Title: Efficacy of selective α1A adrenoceptor antagonist silodosin in the medical expulsive therapy for ureteral stones.

Journal: International journal of urology : official journal of the Japanese Urological Association 20110901

Title: Effect of 5-alpha Reductase Inhibitor on Storage Symptoms in Patients with Benign Prostatic Hyperplasia.

Journal: International neurourology journal 20110901

Title: α1-Adrenoceptors and muscarinic receptors in voiding function - binding characteristics of therapeutic agents in relation to the pharmacokinetics.

Journal: British journal of clinical pharmacology 20110801

Title: Re: Christopher R. Chapple, Francesco Montorsi, Teuvo L.J. Tammela, et al. Silodosin therapy for lower urinary tract symptoms in men with suspected benign prostatic hyperplasia: results of an international, randomized, double-blind, placebo- and active-controlled clinical trial performed in Europe. Eur Urol 2011;59:342-52.

Journal: European urology 20110801

Title: Silodosin for men with chronic prostatitis/chronic pelvic pain syndrome: results of a phase II multicenter, double-blind, placebo controlled study.

Journal: The Journal of urology 20110701

Title: Symptomatic and urodynamic responses in patients with reduced or no seminal emission during silodosin treatment for LUTS and BPH.

Journal: Prostate cancer and prostatic diseases 20110601

Title: [Optimum initial dose of silodosin for treatment of lower urinary tract symptoms associated with benign prostatic hyperplasia].

Journal: Hinyokika kiyo. Acta urologica Japonica 20110601

Title: Silodosin: treatment of the signs and symptoms of benign prostatic hyperplasia.

Journal: Drugs 20110507

Title: Alpha1-adrenoceptor antagonists improve bladder storage function through reduction of afferent activity in rats with bladder outlet obstruction.

Journal: Neurourology and urodynamics 20110301

Title: Silodosin therapy for lower urinary tract symptoms in men with suspected benign prostatic hyperplasia: results of an international, randomized, double-blind, placebo- and active-controlled clinical trial performed in Europe.

Journal: European urology 20110301

Title: Does the use of silodosin to treat benign prostatic hyperplasia really offer something new?

Journal: European urology 20110301

Title: Characterization of α1-adrenoceptor subtypes mediating contraction in human isolated ureters.

Journal: Urology 20110301

Title: Effects of three types of alpha-1 adrenoceptor blocker on lower urinary tract symptoms and sexual function in males with benign prostatic hyperplasia.

Journal: International journal of urology : official journal of the Japanese Urological Association 20110301

Title: Naftopidil, a selective {alpha}1-adrenoceptor antagonist, suppresses human prostate tumor growth by altering interactions between tumor cells and stroma.

Journal: Cancer prevention research (Philadelphia, Pa.) 20110101

Title: BHP: Silodosin an effective new drug for BPH-associated LUTS.

Journal: Nature reviews. Urology 20110101

Title: (RS)-1-[5-(2-Chloro-prop-yl)indolin-1-yl]ethanone.

Journal: Acta crystallographica. Section E, Structure reports online 20110101

Title: A randomized crossover study comparing patient preference for tamsulosin and silodosin in patients with lower urinary tract symptoms associated with benign prostatic hyperplasia.

Journal: The Journal of international medical research 20110101

Title: Silodosin.

Journal: Prescrire international 20110101

Title: Safety and efficacy of silodosin for the treatment of benign prostatic hyperplasia.

Journal: Clinical interventions in aging 20110101

Title: Naftopidil for the treatment of urinary symptoms in patients with benign prostatic hyperplasia.

Journal: Therapeutics and clinical risk management 20110101

Title: Safety and pharmacokinetic studies of silodosin, a new α1A-adrenoceptor selective antagonist, in healthy Chinese male subjects.

Journal: Biological & pharmaceutical bulletin 20110101

Title: Efficacy of electroacupuncture at Zhongliao point (BL33) for mild and moderate benign prostatic hyperplasia: study protocol for a randomized controlled trial.

Journal: Trials 20110101

Title: Ejaculation disorder is associated with increased efficacy of silodosin for benign prostatic hyperplasia.

Journal: Urology 20101201

Title: Silodosin for the treatment of benign prostatic hyperplasia: pharmacology and cardiovascular tolerability.

Journal: Pharmacotherapy 20101201

Title: Gateways to clinical trials.

Journal: Methods and findings in experimental and clinical pharmacology 20101101

Title: Selective α1A-blocker improves bladder storage function in rats via suppression of C-fiber afferent activity.

Journal: World journal of urology 20101001

Title: Role of supraspinal and spinal alpha1-adrenergic receptor subtypes in micturition reflex in conscious rats.

Journal: American journal of physiology. Renal physiology 20101001

Title: Short-term effects of crossover treatment with silodosin and tamsulosin hydrochloride for lower urinary tract symptoms associated with benign prostatic hyperplasia.

Journal: International journal of urology : official journal of the Japanese Urological Association 20101001

Title: Editorial comment to short-term effects of crossover treatment with silodosin and tamsulosin hydrochloride for lower urinary tract symptoms associated with benign prostatic hyperplasia.

Journal: International journal of urology : official journal of the Japanese Urological Association 20101001

Title: (RS)-1-(1-Acetyl-indolin-5-yl)-2-chloro-propan-1-one.

Journal: Acta crystallographica. Section E, Structure reports online 20100701

Title: Effects of the selective alpha 1a-adrenoceptor antagonist silodosin on ECGs of healthy men in a randomized, double-blind, placebo- and moxifloxacin-controlled study.

Journal: Clinical pharmacology and therapeutics 20100501

Title: Urodynamic effects of silodosin, a new alpha 1A-adrenoceptor selective antagonist, for the treatment of benign prostatic hyperplasia.

Journal: Neurourology and urodynamics 20100401

Title: Torsades de Pointes induced by a combination of garenoxacin and disopyramide and other cytochrome P450, family 3, subfamily A polypeptide-4-influencing drugs during hypokalemia due to licorice.

Journal: Clinical and experimental nephrology 20100401

Title: Lack of pharmacodynamic interaction of silodosin, a highly selective alpha1a-adrenoceptor antagonist, with the phosphodiesterase-5 inhibitors sildenafil and tadalafil in healthy men.

Journal: Urology 20100301

Title: Impact of dry ejaculation caused by highly selective alpha1A-blocker: randomized, double-blind, placebo-controlled crossover pilot study in healthy volunteer men.

Journal: The journal of sexual medicine 20100301

Title: Visualization and tissue distribution of alpha1L-adrenoceptor in human prostate by the fluorescently labeled ligand Alexa-488-silodosin.

Journal: The Journal of urology 20100201

Title: Silodosin for benign prostatic hyperplasia.

Journal: The Annals of pharmacotherapy 20100201

Title: New Drugs2010, PART 1.

Journal: Nursing 20100201

Title: Effects of silodosin and naftopidil on the distal ureter and cardiovascular system in anesthetized dogs: comparison of potential medications for distal ureteral stone passage.

Journal: The Journal of urology 20100101

Title: [Investigation of adverse events and the continuance rate of silodosin in all patients who received silodosin for lower urinary tract symptoms suggestive of benign prostatic hyperplasia].

Journal: Nihon Hinyokika Gakkai zasshi. The japanese journal of urology 20100101

Title: Gateways to clinical trials.

Journal: Methods and findings in experimental and clinical pharmacology 20100101

Title: The add-on effect of solifenacin for patients with remaining overactive bladder after treatment with tamsulosin for lower urinary tract symptoms suggestive of benign prostatic obstruction.

Journal: Advances in urology 20100101

Title: Silodosin in the treatment of benign prostatic hyperplasia.

Journal: Drug design, development and therapy 20100101

Title: Gene expressions and mechanical functions of α1-adrenoceptor subtypes in mouse ureter.

Journal: World journal of urology 20091201

Title: Silodosin in the treatment of the signs and symptoms of benign prostatic hyperplasia: a 9-month, open-label extension study.

Journal: Urology 20091201

Title: Efficacy of silodosin for relieving benign prostatic obstruction: prospective pressure flow study.

Journal: The Journal of urology 20091201

Title: Determination of silodosin in human plasma by liquid chromatography-tandem mass spectrometry.

Journal: Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20091101

Title: Silodosin: a selective alpha1A-adrenergic receptor antagonist for the treatment of benign prostatic hyperplasia.

Journal: Clinical therapeutics 20091101

Title: Expression of distinct alpha 1-adrenoceptor phenotypes in the iris of pigmented and albino rabbits.

Journal: British journal of pharmacology 20090901

Title: Orgasm is preserved regardless of ejaculatory dysfunction with selective alpha1A-blocker administration.

Journal: International journal of impotence research 20090901

Title: Mechanical function and gene expression of alpha(1)-adrenoceptor subtypes in dog intravesical ureter.

Journal: Urology 20090801

Title: Effects of four different alpha(1)-adrenoceptor antagonists on alpha-adrenoceptor agonist-induced contractions in isolated mouse and hamster ureters.

Journal: Journal of smooth muscle research = Nihon Heikatsukin Gakkai kikanshi 20090801

Title: Effects of silodosin and tamsulosin on the urethra and cardiovascular system in young and old dogs with benign prostatic hyperplasia.

Journal: European journal of pharmacology 20090624

Title: Short- and long-term effects of silodosin, a selective alpha 1A-adrenoceptor antagonist, on ejaculatory function in rats.

Journal: BJU international 20090601

Title: Rapid efficacy of the highly selective alpha1A-adrenoceptor antagonist silodosin in men with signs and symptoms of benign prostatic hyperplasia: pooled results of 2 phase 3 studies.

Journal: The Journal of urology 20090601

Title: Silodosin (Rapaflo) for benign prostatic hyperplasia.

Journal: The Medical letter on drugs and therapeutics 20090112

Title: Role of alpha1-adrenergic receptors in detrusor overactivity induced by cold stress in conscious rats.

Journal: Neurourology and urodynamics 20090101

Title: New drugs: milnacipran hydrochloride, fesoterodine fumarate, and silodosin.

Journal: Journal of the American Pharmacists Association : JAPhA 20090101

Title: Efficacy of alpha-Adrenergic Receptor Blockers in the Treatment of Male Lower Urinary Tract Symptoms.

Journal: Reviews in urology 20090101

Title: Identification of alpha 1L-adrenoceptor in mice and its abolition by alpha 1A-adrenoceptor gene knockout.

Journal: British journal of pharmacology 20081201

Title: [Multi-center trial on the early effects of silodosin on lower urinary tract symptoms associated with benign prostatic hyperplasia].

Journal: Hinyokika kiyo. Acta urologica Japonica 20081201

Title: Computational studies of the binding site of alpha1A-adrenoceptor antagonists.

Journal: Journal of molecular modeling 20081001

Title: Ejaculatory dysfunction caused by the new alpha1-blocker silodosin: A preliminary study to analyze human ejaculation using color Doppler ultrasonography.

Journal: International journal of urology : official journal of the Japanese Urological Association 20081001

Title: Early efficacy of silodosin in patients with lower urinary tract symptoms suggestive of benign prostatic hyperplasia.

Journal: International journal of urology : official journal of the Japanese Urological Association 20081001

Title: The involvement of urothelial alpha1A adrenergic receptor in controlling the micturition reflex.

Journal: Biomedical research (Tokyo, Japan) 20081001

Title: Inhibition of Seminal emission is the main cause of anejaculation induced by a new highly selective alpha1A-blocker in normal volunteers.

Journal: The journal of sexual medicine 20080901

Title: Gateways to clinical trials.

Journal: Methods and findings in experimental and clinical pharmacology 20080601

Title: Different affinities of native alpha1B-adrenoceptors for ketanserin between intact tissue segments and membrane preparations.

Journal: European journal of pharmacology 20080428

Title: Identification of the alpha1L-adrenoceptor in rat cerebral cortex and possible relationship between alpha1L- and alpha1A-adrenoceptors.

Journal: British journal of pharmacology 20080401

Title: Mutational analysis of the alpha 1a-adrenergic receptor binding pocket of antagonists by radioligand binding assay.

Journal: Biological & pharmaceutical bulletin 20080401

Title: In vivo study on the effects of alpha1-adrenoceptor antagonists on intraurethral pressure in the prostatic urethra and intraluminal pressure in the vas deferens in male dogs.

Journal: European journal of pharmacology 20080202

Title: Silodosin, a novel selective alpha 1A-adrenoceptor selective antagonist for the treatment of benign prostatic hyperplasia.

Journal: Expert opinion on investigational drugs 20071201

Title: Expressions and mechanical functions of alpha1-adrenoceptor subtypes in hamster ureter.

Journal: European journal of pharmacology 20071114

Title: Alpha1-adrenoceptors and ejaculatory function.

Journal: British journal of pharmacology 20071001

Title: Prediction of alpha1-adrenoceptor occupancy in the human prostate from plasma concentrations of silodosin, tamsulosin and terazosin to treat urinary obstruction in benign prostatic hyperplasia.

Journal: Biological & pharmaceutical bulletin 20070701

Title: Identification of alpha-1L and alpha-1A adrenoceptors in human prostate by tissue segment binding.

Journal: The Journal of urology 20070101

Title: Search for new alpha1a-adrenoceptor-selective antagonist for treating lower urinary tract symptoms associated with benign prostatic hyperplasia.

Journal: Indian journal of urology : IJU : journal of the Urological Society of India 20070101

Title: Silodosin, a new alpha1A-adrenoceptor-selective antagonist for treating benign prostatic hyperplasia: results of a phase III randomized, placebo-controlled, double-blind study in Japanese men.

Journal: BJU international 20061101

Title: [Pharmacological and clinical profile of silodosin (URIEF Cap. 2 mg, 4 mg)].

Journal: Nihon yakurigaku zasshi. Folia pharmacologica Japonica 20061001

Title: A selective alpha1A-adrenoceptor antagonist inhibits detrusor overactivity in a rat model of benign prostatic hyperplasia.

Journal: The Journal of urology 20060901

Title: [Alpha1-adrenoceptor subtypes and alpha1-adrenoceptor antagonists].

Journal: Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan 20060301

Title: [Alpha1-adrenoceptor subtype selectivity and organ specificity of silodosin (KMD-3213)].

Journal: Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan 20060301

Title: [Effects of silodosin (KMD-3213) on phenylephrine-induced increase in intraurethral pressure and blood pressure in rats--study of the selectivity for lower urinary tract].

Journal: Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan 20060301

Title: [Effect of silodosin on intraurethral pressure increase induced by hypogastric nerve stimulation in dogs with benign prostatic hyperplasia].

Journal: Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan 20060301

Title: [Duration of action of silodosin (KMD-3213) against phenylephrine-induced increase in intraurethral pressure in rats].

Journal: Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan 20060301

Title: [Pharmacokinetics and disposition of silodosin (KMD-3213)].

Journal: Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan 20060301

Title: [Toxicity profile of silodosin (KMD-3213)].

Journal: Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan 20060301

Title: [Pharmacokinetic profile of silodosin in clinical practice].

Journal: Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan 20060301

Title: Uroselectivity in male dogs of silodosin (KMD-3213), a novel drug for the obstructive component of benign prostatic hyperplasia.

Journal: Neurourology and urodynamics 20060101

Title: Cardiovascular effects of the selective alphalA-adrenoceptor antagonist silodosin (KMD-3213), a drug for the treatment of voiding dysfunction.

Journal: Arzneimittel-Forschung 20060101

Title: Correlation between vasoconstrictor roles and mRNA expression of alpha1-adrenoceptor subtypes in blood vessels of genetically engineered mice.

Journal: British journal of pharmacology 20051001

Title: Identification of alpha-1L adrenoceptor in rabbit ear artery.

Journal: The Journal of pharmacology and experimental therapeutics 20040901

Title: Carvedilol selectively inhibits oscillatory intracellular calcium changes evoked by human alpha1D- and alpha1B-adrenergic receptors.

Journal: Cardiovascular research 20040901

Title: Alpha-1D adrenoceptors are involved in reserpine-induced supersensitivity of rat tail artery.

Journal: British journal of pharmacology 20040601

Title: KMD 3213: KAD 3213, silodosin.

Journal: Drugs in R&D 20040101

Title: Systemic alpha 1A-adrenoceptor antagonist inhibits neointimal growth after balloon injury of rat carotid artery.

Journal: American journal of physiology. Heart and circulatory physiology 20030101

Title: Identification of binding sites of prazosin, tamsulosin and KMD-3213 with alpha(1)-adrenergic receptor subtypes by molecular modeling.

Journal: Life sciences 20021011

Title: Alpha(1)-adrenoceptor stimulation directly induces growth of vascular wall in vivo.

Journal: American journal of physiology. Heart and circulatory physiology 20021001

Title: Effects of KMD-3213, a uroselective alpha 1A-adrenoceptor antagonist, on the tilt-induced blood pressure response in normotensive rats.

Journal: Japanese journal of pharmacology 20021001

Title: Alpha-1 adrenoceptor up-regulation induced by prazosin but not KMD-3213 or reserpine in rats.

Journal: British journal of pharmacology 20020401

Title: Differences in the subcellular localization of alpha1-adrenoceptor subtypes can affect the subtype selectivity of drugs in a study with the fluorescent ligand BODIPY FL-prazosin.

Journal: Life sciences 20020322

Title: Effect of KMD-3213, an alpha1A-adrenoceptor antagonist, on the prostatic urethral pressure and blood pressure in male decerebrate dogs.

Journal: International journal of urology : official journal of the Japanese Urological Association 20010401

Title: In vivo demonstration of alpha(1A)-adrenoceptor subtype selectivity of KMD-3213 in rat tissues.

Journal: The Journal of pharmacology and experimental therapeutics 20010101

Title: KMD-3213, a novel, potent, alpha 1a-adrenoceptor-selective antagonist: characterization using recombinant human alpha 1-adrenoceptors and native tissues.

Journal: Molecular pharmacology 19950801

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Tags:160970-54-7 Molecular Formula|160970-54-7 MDL|160970-54-7 SMILES|160970-54-7 1-(3-hydroxypropyl)-5-[(2R)-2-({2-[2-(2,2,2-trifluoroethoxy)phenoxy]ethyl}amino)propyl]-2,3-dihydro-1H-indole-7-carboxamide