Mirabegron
- Product Name
- Mirabegron
- CAS No.
- 223673-61-8
- Chemical Name
- Mirabegron
- Synonyms
- Mirabelon;YM 178;CS-732;Betmiga;Mirabello;Mirabegron;MIRABEQRON;Mira veron;Mirabregon;Mirabellon
- CBNumber
- CB22493967
- Molecular Formula
- C21H24N4O2S
- Formula Weight
- 396.51
- MOL File
- 223673-61-8.mol
Mirabegron Property
- 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
- InChI
- InChI=1S/C21H24N4O2S/c22-21-25-18(14-28-21)12-20(27)24-17-8-6-15(7-9-17)10-11-23-13-19(26)16-4-2-1-3-5-16/h1-9,14,19,23,26H,10-13H2,(H2,22,25)(H,24,27)/t19-/m0/s1
- 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
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Precautionary statements
-
P201Obtain special instructions before use.
P202Do not handle until all safety precautions have been read and understood.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P308+P313IF exposed or concerned: Get medical advice/attention.
P405Store locked up.
P501Dispose of contents/container to..…
N-Bromosuccinimide Price
- Product number
- SML2480
- Product name
- Mirabegron
- Purity
- ≥98% (HPLC)
- Packaging
- 5MG
- Price
- $115
- Updated
- 2024/03/01
- Product number
- SML2480
- Product name
- Mirabegron
- Purity
- ≥98% (HPLC)
- Packaging
- 25MG
- Price
- $277.2
- Updated
- 2024/03/01
- Product number
- 17319
- Product name
- Mirabegron
- Purity
- ≥98%
- Packaging
- 1mg
- Price
- $37
- Updated
- 2024/03/01
- Product number
- 17319
- Product name
- Mirabegron
- Purity
- ≥98%
- Packaging
- 5mg
- Price
- $108
- Updated
- 2024/03/01
- Product number
- 17319
- Product name
- Mirabegron
- Purity
- ≥98%
- Packaging
- 10mg
- Price
- $195
- Updated
- 2024/03/01
Mirabegron Chemical Properties,Usage,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
Mirabegron is a selective β3-adrenoceptor agonist with EC50 of 22.4 nM.
Uses
A potent bladder relaxant compound
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).
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 Preparation Products And Raw materials
Raw materials
Preparation Products
Mirabegron Suppliers
- Tel
- 0531-82375878 15269101859
- 2710825968@qq.com
- Country
- China
- ProdList
- 303
- Advantage
- 58
- Tel
- 0551-62887095 13856031416
- 65854417@qq.com
- Country
- China
- ProdList
- 174
- Advantage
- 58
- Tel
- 15722982350
- 1170703875@qq.com
- Country
- China
- ProdList
- 523
- Advantage
- 58
- Tel
- 18519331287
- 1751713684@qq.com
- Country
- China
- ProdList
- 203
- Advantage
- 58
- Tel
- 010-57862036 18811083386
- msales@mesochem.com
- Country
- China
- ProdList
- 201
- Advantage
- 58
- Tel
- -1345456643 15315114555
- Fax
- QQ:1345456643
- 1345456643@qq.com
- Country
- China
- ProdList
- 223
- Advantage
- 58
- Tel
- Fax
- 86-21-57758967
- sales@boylechem.com
- Country
- China
- ProdList
- 2922
- Advantage
- 55
- Tel
- 010-82848833 400-666-7788
- Fax
- 86-10-82849933
- jkinfo@jkchemical.com
- Country
- China
- ProdList
- 96815
- Advantage
- 76
- Tel
- 021-50790412
- Fax
- +86-21-50790419
- info@chemvon.com
- Country
- China
- ProdList
- 371
- Advantage
- 57
- Tel
- 021-20221225 13917446399
- Fax
- QQ:115820162
- sales@zhiwe.net
- Country
- China
- ProdList
- 608
- Advantage
- 61
- Tel
- +86-21-20908456
- Fax
- 021-58180499
- sales@BioChemBest.com
- Country
- China
- ProdList
- 6005
- Advantage
- 61
- Tel
- 010-89508211 18501085097
- Fax
- 010-89508210
- sales.bj@hwrkchemical.com
- Country
- China
- ProdList
- 8418
- Advantage
- 55
- Tel
- +86-21-54098501
- Fax
- +86-21-54096319
- sales@sinch.com.cn
- Country
- China
- ProdList
- 11598
- Advantage
- 64
- Tel
- 0573-85285100 18627885956
- Fax
- 0573-85285100
- isenchem@163.com
- Country
- China
- ProdList
- 9413
- Advantage
- 66
- Tel
- 400-6009262 16621234537
- Fax
- 021-64823266
- chenyj@titansci.com
- Country
- China
- ProdList
- 14103
- Advantage
- 59
- Tel
- 021-58099652-8005 13585536065
- Fax
- 021-58099609
- bin.wu@shlschem.com
- Country
- China
- ProdList
- 9809
- Advantage
- 59
- Tel
- 021-50135380
- shchemsky@sina.com
- Country
- China
- ProdList
- 32321
- Advantage
- 50
- Tel
- 15527768850
- 1791901229@qq.com
- Country
- China
- ProdList
- 8843
- Advantage
- 52
- Tel
- 0755-4000505016 13380397412
- Fax
- 0755 28094224
- 3001272453@qq.com
- Country
- China
- ProdList
- 5047
- Advantage
- 50
- Tel
- 0755-83725681-603
- Fax
- +86 755 28094224
- Country
- China
- ProdList
- 4496
- Advantage
- 50
- Tel
- 022-60116533 13207668525
- Fax
- 022-60979672
- saleskc@scipharmacn.com
- Country
- China
- ProdList
- 683
- Advantage
- 58
- Tel
- 021-58950125
- Fax
- (86) 21-58955996
- info@chemexpress.com
- Country
- China
- ProdList
- 7552
- Advantage
- 61
- Tel
- 400-400-6206333 18521732826
- Fax
- 021-50323701
- market@aladdin-e.com
- Country
- China
- ProdList
- 25003
- Advantage
- 65
- Tel
- +86-18068513926
- Fax
- 0086-519-85153711
- Country
- China
- ProdList
- 1277
- Advantage
- 55
- Tel
- sales@witofly.com
- Country
- China
- ProdList
- 2864
- Advantage
- 52
- Tel
- 021-62960152
- Fax
- 021-52212593
- 934678158@qq.com
- Country
- China
- ProdList
- 9899
- Advantage
- 55
- Tel
- 025-57798810
- Fax
- 025-57019371
- sales@sunlidabio.com
- Country
- China
- ProdList
- 3239
- Advantage
- 55
- Tel
- 021-021-33632979 15002134094
- Fax
- 021-33632979
- marketing@targetmol.com
- Country
- China
- ProdList
- 7783
- Advantage
- 58
- Tel
- 021-33632979
- Fax
- 021-34692979
- info@tsbiochem.com
- Country
- China
- ProdList
- 8065
- Advantage
- 58
- Tel
- 180000000
- 3755454181@qq.com
- Country
- China
- ProdList
- 421
- Advantage
- 55
- Tel
- 0523-18601685-898 18652728585
- sales@allyrise.com
- Country
- China
- ProdList
- 2769
- Advantage
- 60
- Tel
- 0755-0755-66853366 13670046396
- Fax
- 0755-28363542
- sales@chem-strong.com
- Country
- China
- ProdList
- 18042
- Advantage
- 56
- Tel
- 027-87465837 19945049750
- Fax
- 027-8777-2287
- sales@finetechnology-ind.com
- Country
- China
- ProdList
- 9648
- Advantage
- 58
- Tel
- 0512-87182056 18013166090
- Fax
- 0512-87182056
- lingling.qi@yacoo.com.cn
- Country
- China
- ProdList
- 7295
- Advantage
- 60
- Tel
- 13120367189
- Fax
- 021-50315529
- mychess007@163.com
- Country
- China
- ProdList
- 1994
- Advantage
- 55
- Tel
- 027-59262863 13277907145 3091977954
- Fax
- 027-59420980
- Country
- China
- ProdList
- 4943
- Advantage
- 58
- Tel
- 021-60345187 13671753212
- Fax
- 021-34702061
- lzz841106@aliyun.com
- Country
- China
- ProdList
- 10276
- Advantage
- 55
- Tel
- 19916721580
- Fax
- QQ：3154870176
- mafarm@126.com
- Country
- China
- ProdList
- 4307
- Advantage
- 58
- Tel
- 021-64609169 18901607656
- Fax
- 021-64609160
- greensnown@163.com
- Country
- China
- ProdList
- 9906
- Advantage
- 50
- Tel
- 0571-+86-571-87396432
- Fax
- 0571-87396431
- sales@jhechem.com
- Country
- China
- ProdList
- 11481
- Advantage
- 59
- Tel
- 025-58849295 18951903616;
- Fax
- 025-68650336
- info@adooq.cn
- Country
- China
- ProdList
- 2990
- Advantage
- 60
- Tel
- +86 (21) 61124340
- Fax
- +86 (21) 6129-4103
- Country
- China
- ProdList
- 9756
- Advantage
- 58
- Tel
- 027-59599241 18871490274
- Fax
- 027-59599241
- 1400878000@qq.com
- Country
- China
- ProdList
- 9958
- Advantage
- 58
- Tel
- +86-21-5821 5861
- Fax
- +86-21-5106 2861
- sales@letopharm.com
- Country
- China
- ProdList
- 2384
- Advantage
- 58
- Tel
- Fax
- -
- xg01_gj@163.com
- Country
- China
- ProdList
- 9484
- Advantage
- 50
- Tel
- +86-2332782371 +86-18120098618
- sales@adobechem.com
- Country
- China
- ProdList
- 1250
- Advantage
- 50
- Tel
- 86(21)68097365
- Fax
- 86(21)33321566
- sales@anpharma.net
- Country
- China
- ProdList
- 4891
- Advantage
- 55
- Tel
- +86-18512541987
- Fax
- 0555-5963572
- hll@farmasino.com
- Country
- China
- ProdList
- 241
- Advantage
- 60
- Tel
- 021-61350663 13052117465
- Fax
- 021-61350662
- sales@zehanbiopharma.com
- Country
- China
- ProdList
- 1009
- Advantage
- 55
- Tel
- 18068075658
- Fax
- -
- sales@chempioneer.com
- Country
- China
- ProdList
- 1811
- Advantage
- 58
View Lastest Price from Mirabegron manufacturers
- Product
- Mirabegron 223673-61-8
- Price
- US $0.00-0.00/g
- Min. Order
- 10g
- Purity
- 99% HPLC
- Supply Ability
- 10000
- Release date
- 2024-09-10
- Product
- Mirabegron 223673-61-8
- Price
- US $0.00/g
- Min. Order
- 1g
- Purity
- 99%min
- Supply Ability
- 1000g
- Release date
- 2021-10-18
- Product
- Mirabegron 223673-61-8
- Price
- US $0.00/g
- Min. Order
- 1g
- Purity
- 98% HPLC
- Supply Ability
- 100kg
- Release date
- 2023-08-14