Mirabegron | 223673-61-8

Mirabegron Properties

Melting point	138-140°C
Boiling point	690.0±55.0 °C(Predicted)
Density	1.313
storage temp.	Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
solubility	Chloroform (Slightly, Heated), Methanol (Slightly)
form	Solid
pka	13.51±0.70(Predicted)
color	White to Pale Yellow
InChIKey	PBAPPPCECJKMCM-IBGZPJMESA-N
SMILES	S1C=C(CC(NC2=CC=C(CCNC[C@H](O)C3=CC=CC=C3)C=C2)=O)N=C1N
CAS DataBase Reference	223673-61-8
FDA UNII	MVR3JL3B2V
NCI Drug Dictionary	mirabegron
ATC code	G04BD12

Pharmacokinetic data

Protein binding	71%
Excreted unchanged in urine	25%
Volume of distribution	1670 Litres
Biological half-life	50 / Increased

SAFETY

Risk and Safety Statements

Symbol(GHS)

GHS08

Signal word

Warning

Hazard statements

H361d

Precautionary statements

P201-P202-P280-P308+P313-P405-P501

NFPA 704

	0
2		0

Mirabegron price More Price(45)

Manufacturer	Product number	Product description	CAS number	Packaging	Price	Updated	Buy
Sigma-Aldrich	SML2480	Mirabegron ≥98% (HPLC)	223673-61-8	5MG	$115	2024-03-01	Buy
Sigma-Aldrich	SML2480	Mirabegron ≥98% (HPLC)	223673-61-8	25MG	$277.2	2024-03-01	Buy
Cayman Chemical	17319	Mirabegron ≥98%	223673-61-8	1mg	$37	2024-03-01	Buy
Cayman Chemical	17319	Mirabegron ≥98%	223673-61-8	5mg	$108	2024-03-01	Buy
Cayman Chemical	17319	Mirabegron ≥98%	223673-61-8	10mg	$195	2024-03-01	Buy

Product number	Packaging	Price	Buy
SML2480	5MG	$115	Buy
SML2480	25MG	$277.2	Buy
17319	1mg	$37	Buy
17319	5mg	$108	Buy
17319	10mg	$195	Buy

Mirabegron Chemical Properties,Uses,Production

Description

Betanis (Mirabegron) was approved in July 2011 by the Japanese Ministry of Health, Labour, and Welfare for the treatment of urgency, urinary frequency, and urinary urge urinary incontinence associated with overactive bladder (OAB). Mirabegron is synthesized by coupling 4-nitrophenethyl amine to (R)-2-hydroxy-2-phenylacetic acid. The resulting amide is reduced to an amine. The nitro group is then reduced and the resulting aniline is coupled to 2-(2-aminothiazol-4-yl) acetic acid to give mirabegron. Mirabegron has an EC₅₀ of 22 nM (intrinsic activity=0.8) for β3-AR with no detectable activity for β1- andβ2-AR (EC₅₀>10,000 nM). In an anesthetized rat rhythmic bladder contraction model in which bladder contractions are induced by saline, mirabegron at 3 mg/kg iv decreased the frequency of rhythmic bladder contraction without suppressing contraction amplitude. These data suggest that the activation of β3-AR increases bladder capacity without influencing the frequency of bladder contraction.

Chemical Properties

White to Off-White Solid

Originator

Astellas Pharma Inc. (Japan)

Uses

A potent bladder relaxant compound

Uses

Mirabegron is a selective β3-adrenoceptor agonist with EC50 of 22.4 nM.

Uses

Potent bladder relaxant and reagent for diabetes remedy.;Labeled Mirabegron, intended for use as an internal standard for the quantification of Mirabegron by GC- or LC-mass spectrometry.

Definition

ChEBI: A monocarboxylic acid amide obtained by formal condensation of the carboxy group of 2-amino-1,3-thiazol-4-ylacetic acid with the anilino group of (1R)-2-{[2-(4-aminophenyl)ethyl]amino}-1-phenylethanol. Used for the treatment of overactive ladder syndrome.

brand name

Betanis

Clinical Use

Mirabegron is an orally active β3-adrenoceptor agonist currently in development by Astellas Pharma for the treatment of overactive bladder (OAB). The drug is a nanomolar EC50 antagonist against human β3-AR biochemical assays with good selectivity over b1- and β2-ARs. Mirabegron demonstrates a novel mechanism by targeting the β3-AR for bladder relaxation to help manage OAB symptoms such as increased urinary urgency and frequency and urgency incontinence. However, mirabegron is a cytochrome P450 2D6 inhibitor, and it raises a concern for drug–drug interaction with concomitant administration of other cytochrome P450 2D6 substrates.

Synthesis

The synthesis of mirabegron began with a condensation reaction between (R)-styrene oxide (182) and 4-nitrophenylethylamine (183) in refluxing isopropanol to yield corresponding aminoalcohol 184 in 22% yield. Aminoalcohol 184 was protected as its N-Boc derivative with t-butyl dicarbonate in THF in 96% yield, and this was followed by nitro group hydrogenative reduction with 10% Pd/C to give free amine 185 in 96% yield. Aniline 185 was coupled with 2-amino-4-thiazolyl acetic acid 186 in the presence of EDCI and HOBt to give amide 187 in 85% yield. Removal of the Boc group was affected with 4 N HCl solution in a 2:1 volume ratio in ethyl acetate to obtain mirabegron HCl in 52% yield. The HCl salt was neutralized with 1 N NaOH to deliver mirabegron (XVII).

Synthesis_223673-61-8

Drug interactions

Potentially hazardous
interactions with other drugs None known

Metabolism

Metabolised via multiple pathways involving dealkylation, oxidation, (direct) glucuronidation, and amide hydrolysis. Renal elimination of mirabegron is primarily through active tubular secretion along with glomerular filtration.

storage

Store at -20°C

Mirabegron synthesis

Synthesis of Mirabegron from 2-Aminothiazole-4-acetic acid and (alphaR)-alpha-[[[2-(4-Aminophenyl)ethyl]amino]methyl]benzenemethanol hydrochloride

Mirabegron Preparation Products And Raw materials

Raw materials

BenzeneMethanol, a-[[[2-(4-aMinophenyl)ethyl]aMino]Methyl]-, (aR)- (alphaR)-alpha-[[[2-(4-Aminophenyl)ethyl]amino]methyl]benzenemethanol hydrochloride 2-Aminothiazole-4-acetic acid

Preparation Products

Mirabegron Suppliers

Global( 479)Suppliers

Supplier	Tel	Email	Country	ProdList	Advantage
Anhui Dexinjia Biopharm Co., Ltd	+86-531-82375818 +86-15064153060	alice@jndxj.com	China	309	58
Beijing Mesochem Technology Co.,Ltd	+8613651027935	rachel@mesochem.com	China	191	58
Siyang Liaoning Biochemical Products Co. Ltd	+8615221114306	2594582574@qq.com	China	574	58
Shenzhen Excellent Biomedical Technology Co.,Ltd.	+86-0755-26050679 +86-15915472436	sale@ex-biotech.cn	China	1031	58
Wuhan Boyuan Import & Export Co., LTD	+8615175982296	Mike@whby-chem.com	China	974	58
Hebei Lingding Biotechnology Co., Ltd.	+86-18031140164 +86-19933155420	erin@hbldbiotech.com	China	879	58
shandong perfect biotechnology co.ltd	+86-53169958659; +8618596095638	sales@sdperfect.com	China	294	58
Henan Tengmao Chemical Technology Co. LTD	+8615238638457	salesvip2@hntmhg.com	China	415	58
Anhui Zhongda Biotechnology Co., Ltd	+8619956560829	justine@zhongda-biotech.com	China	300	58
Wuhan Xinhao Biotechnology Co., Ltd	+86-18120578002 +86-18120578002	xinhao-6@xinhaoshengwu.com	China	350	58

Supplier	Advantage
Anhui Dexinjia Biopharm Co., Ltd	58
Beijing Mesochem Technology Co.,Ltd	58
Siyang Liaoning Biochemical Products Co. Ltd	58
Shenzhen Excellent Biomedical Technology Co.,Ltd.	58
Wuhan Boyuan Import & Export Co., LTD	58
Hebei Lingding Biotechnology Co., Ltd.	58
shandong perfect biotechnology co.ltd	58
Henan Tengmao Chemical Technology Co. LTD	58
Anhui Zhongda Biotechnology Co., Ltd	58
Wuhan Xinhao Biotechnology Co., Ltd	58

View Lastest Price from Mirabegron manufacturers

Update time	Product	Price	Min. Order	Purity	Supply Ability	Manufacturer
2024-04-19	Mirabegron 223673-61-8	US $1000.00 / KG	1KG	99%	500kg per month	Anhui Dexinjia Biopharm Co., Ltd
2024-04-13	Mirabegron 223673-61-8	US $0.00 / kg	1kg	99%	10000kg	Shaanxi TNJONE Pharmaceutical Co., Ltd
2024-04-02	Mirabegron 223673-61-8	US $10.00-100.00 / kg	1kg	99%	100 tons	Wuhan Xinhao Biotechnology Co., Ltd

Mirabegron
223673-61-8
US $1000.00 / KG
99%
Anhui Dexinjia Biopharm Co., Ltd

Mirabegron
223673-61-8
US $0.00 / kg
99%
Shaanxi TNJONE Pharmaceutical Co., Ltd

Mirabegron
223673-61-8
US $10.00-100.00 / kg
99%
Wuhan Xinhao Biotechnology Co., Ltd

Mirabegron Spectrum

Mirabegron(223673-61-8)¹HNMR

223673-61-8(Mirabegron)Related Search:

(R)-2-(2-aminothiazol-4-yl)-N-(4-(2-((4-(2-((2-hydroxy-2-phenylethyl)amino)ethyl)phenyl)amino)-2-oxoethyl)thiazol-2-yl)acetamide Mirabegron Deshydroxy Mirabegron Impurity 4 (alphaR)-alpha-Hydroxy-N-[2-(4-nitrophenyl)ethyl]benzeneacetamide (alphaR)-alpha-[[[2-(4-Aminophenyl)ethyl]amino]methyl]benzenemethanol hydrochloride

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2-AMino-N-[4-[2-[[(2R)-2-hydroxy-2-phenyl-ethyl]aMino]-ethyl]phenyl]-4-thiazoleacetaMide 2-(2-aMino-1,3-thiazol-4-yl)-N-(4-{2-[(2-hydroxy-2-phenylethyl)aMino]ethyl}phenyl)acetaMide (2R)-2-(2-AMinothiazol-4-yl)-4'-[2-[(2-hydroxy-2-phenylethyl)aMino]ethyl]acetic Acid Anilide 4-Thiazoleacetamide, 2-amino-N-(4-(2-(((2R)-2-hydroxy-2-phenylethyl)amino)ethyl)phenyl)- Mirabegron N-(4-(2-(2-hydroxy-2-phenylethylamino)ethyl)phenyl)-2-(2-aminothiazol-4-yl)acetamide YM 178 Mirabegron(YM 178) MIRABEQRON Merariveron impurity B 2-(2-Amino-1,3-thiazol-4-yl)-N-[4-(2-{[(2R)-2-hydroxy2-phenylethyl]amino}ethyl)phenyl]acetamide Mirabegron, >=99% Mira veron (R)-2-(2-aminothiazol-4-yl)-4'-{2-[(2-hydroxy-2-phenylethyl)amino]ethyl}acetanilide Mirabegron Intermediates Mirabregon Mirabello CS-732 (R)-2-(2-aminothiazol-4-yl)-N-(4-(2-(2-hydroxy-2-phenylethylamino)ethyl)phenyl)acetamide hot selling Mirabegron Mirabegron USP/EP/BP Mirabegron (API) (R)-N-(4-(2-(2-aminothiazol-4-yl)acetamido)phenethyl)-2-hydroxy-2-phenylacetamide Mirabegron-d8 (R)-N-(4-(2-((2-hydroxy-2-phenylethyl)amino)ethyl)phenyl)-2-(2-imino-2,3-dihydrothiazol-4-yl)acetamide MirabegronQ: What is Mirabegron Q: What is the CAS Number of Mirabegron Q: What is the storage condition of Mirabegron Q: What are the applications of Mirabegron Mirabelon Mirabellon Betmiga Benzenamine,N,N,3,11-tetramethyl- 1-Pyrrolidinepropanoicacid,2,6-dioxo- Merabegron Mirabegron (Alpha and Amorphous) 223673-61-8 23673-61-8 Amines Aromatics Heterocycles Intermediates & Fine Chemicals Pharmaceuticals Sulfur & Selenium Compounds 223673-61-8