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223673-61-8

Basic Information
CAS No.: 223673-61-8
Name: 4-Thiazoleacetamide, 2-amino-N-[4-[2-[[(2R)-2-hydroxy-2-phenylethyl]amino]ethyl]phenyl]-
Article Data: 23
Cas Database
Molecular Structure:
Molecular Structure of 223673-61-8 (4-Thiazoleacetamide, 2-amino-N-[4-[2-[[(2R)-2-hydroxy-2-phenylethyl]amino]ethyl]phenyl]-)
Formula: C21H24N4O2S
Molecular Weight: 396.513
Synonyms: 4-Thiazoleacetamide, 2-amino-N-(4-(2-(((2R)-2-hydroxy-2-phenylethyl)amino)ethyl)phenyl)-;2-Amino-N-[4-[2-[[(2R)-2-hydroxy-2-phenylethyl]amino]ethyl]phenyl]-4-thiazoleacetamide;Betanis;YM 178;
EINECS: 800-126-3
Density: 1.314 g/cm3
Melting Point: 138-140 °C
Boiling Point: 690.008 °C at 760 mmHg
Flash Point: 371.104 °C
Solubility: N/A
Appearance: Light yellow to yellow solid
Hazard Symbols: N/A
Risk Codes: N/A
Safety:
Transport Information: N/A
PSA: 128.51000
LogP: 3.81730
Synthetic route

2-(2-amino-1,3-thiazol-4-yl)-N-[4-(2-{[(2R)-2-hydroxy-2-phenylethyl]amino}ethyl)phenyl]acetamide acetate salt

223673-61-8

(R)-2-(2-aminothiazol-4-yl)-4'-[2-[(2-hydroxy-2-phenylethyl)amino]ethyl]acetanilide

Conditions
ConditionsYield
With water In water at 80℃; for 24h; Reagent/catalyst; Temperature;100%
29676-71-9

2-amino-4-thiazoleacetic acid

391901-45-4

YM-208876

223673-61-8

(R)-2-(2-aminothiazol-4-yl)-4'-[2-[(2-hydroxy-2-phenylethyl)amino]ethyl]acetanilide

Conditions
ConditionsYield
Stage #1: 2-amino-4-thiazoleacetic acid; YM-208876 In water at 20℃; for 0.0833333h;
Stage #2: With hydrogenchloride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In water at 20℃; for 1h; Reagent/catalyst; Temperature;
92.6%
With hydrogenchloride; 1,2-dichloro-ethane In water at 30℃; for 5h;88.31%
With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In d7-N,N-dimethylformamide at 25℃; for 13h; Reagent/catalyst;84%
With hydrogenchloride; dmap In water at 20℃; for 6h;79%
Stage #1: 2-amino-4-thiazoleacetic acid; YM-208876 With hydrogenchloride In water at 25 - 30℃; for 0.25h;
Stage #2: With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride at 25 - 30℃;
Stage #3: With sodium hydroxide In water at 0 - 5℃; pH=9;
144 g
29676-71-9

2-amino-4-thiazoleacetic acid

(1R)-2-{[2-(4-aminophenyl)ethyl]amino}-1-phenylethan-1-ol hydrochloride

223673-61-8

(R)-2-(2-aminothiazol-4-yl)-4'-[2-[(2-hydroxy-2-phenylethyl)amino]ethyl]acetanilide

Conditions
ConditionsYield
With hydrogenchloride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In water at 15 - 20℃; for 1h; pH=1.8 - 2;92%
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In water at 20 - 25℃; for 4h; Concentration;82%
With hydrogenchloride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In water for 1h;

C26H32N4O4S

223673-61-8

(R)-2-(2-aminothiazol-4-yl)-4'-[2-[(2-hydroxy-2-phenylethyl)amino]ethyl]acetanilide

Conditions
ConditionsYield
With hydrogenchloride In 1,4-dioxane; water at 20℃; for 10h;90.3%
29676-71-9

2-amino-4-thiazoleacetic acid

521284-22-0

(R)-2-[ [2-(4-aminophenyl)ethyl]-amino]-1-phenylethanol monohydrochloride

223673-61-8

(R)-2-(2-aminothiazol-4-yl)-4'-[2-[(2-hydroxy-2-phenylethyl)amino]ethyl]acetanilide

Conditions
ConditionsYield
With hydrogenchloride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In water at 28℃; for 3h; Concentration;84.5%
Stage #1: 2-amino-4-thiazoleacetic acid; (R)-2-[ [2-(4-aminophenyl)ethyl]-amino]-1-phenylethanol monohydrochloride With hydrogenchloride In water at 25 - 30℃;
Stage #2: With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In water at 25 - 30℃; for 2h;
84%
Stage #1: 2-amino-4-thiazoleacetic acid; (R)-2-[ [2-(4-aminophenyl)ethyl]-amino]-1-phenylethanol monohydrochloride With hydrogenchloride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In water at 15 - 20℃; for 1h;
Stage #2: With sodium hydroxide In water

(R)-2-(2-(1,3-dioxoindolin-2-yl)thiazol-4-yl)-N-(4-(2-((2-hydroxy-2-phenylethyl)amino)ethyl)phenyl)acetamide

223673-61-8

(R)-2-(2-aminothiazol-4-yl)-4'-[2-[(2-hydroxy-2-phenylethyl)amino]ethyl]acetanilide

Conditions
ConditionsYield
With hydrazine hydrate In ethanol for 3h; Reflux;84%
With hydrazine hydrate In ethanol for 3h; Reflux;84%
29676-71-9

2-amino-4-thiazoleacetic acid

(R)-N-(4-aminophenethyl)-2-hydroxy-2-phenylacetamide hydrochloride

223673-61-8

(R)-2-(2-aminothiazol-4-yl)-4'-[2-[(2-hydroxy-2-phenylethyl)amino]ethyl]acetanilide

Conditions
ConditionsYield
With hydrogenchloride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In water at 20℃; for 1h;75.7%

(2-amino-1,3-thiazol-4-yl)acetyl chloride

391901-45-4

YM-208876

223673-61-8

(R)-2-(2-aminothiazol-4-yl)-4'-[2-[(2-hydroxy-2-phenylethyl)amino]ethyl]acetanilide

Conditions
ConditionsYield
With potassium carbonate In acetone at 10 - 15℃;70%

C22H24N4O3S

223673-61-8

(R)-2-(2-aminothiazol-4-yl)-4'-[2-[(2-hydroxy-2-phenylethyl)amino]ethyl]acetanilide

Conditions
ConditionsYield
With sodium hydroxide at 55 - 60℃; for 3h;70%

(R)-2-(2-aminothiazol-4-yl)-4’-[2-[(2-hydroxy-2-phenylethyl)amino]ethyl]acetanilide monotartrate

223673-61-8

(R)-2-(2-aminothiazol-4-yl)-4'-[2-[(2-hydroxy-2-phenylethyl)amino]ethyl]acetanilide

Conditions
ConditionsYield
With sodium hydroxide In 2-methyltetrahydrofuran; water pH=9;63%
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Specification

The Mirabegron, with the CAS registry number 223673-61-8, is also known as 4-Thiazoleacetamide, 2-amino-N-[4-[2-[[(2R)-2-hydroxy-2-phenylethyl]amino]ethyl]phenyl]-. It belongs to the product categories of Amines; Aromatics; Heterocycles; Intermediates & Fine Chemicals; Pharmaceuticals; Sulfur & Selenium Compounds. This chemical's molecular formula is C21H24N4O2S and molecular weight is 396.51. What's more, its systematic name is 2-(2-Amino-1,3-thiazol-4-yl)-N-[4-(2-{[(2R)-2-hydroxy-2-phenylethyl]amino}ethyl)phenyl]acetamide. This chemical is a drug for the treatment of overactive bladder. It was developed by Astellas Pharma and was approved in the United States in July 2012.

Physical properties of Mirabegron are: (1)ACD/LogP: 2.889; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): -0.09; (4)ACD/LogD (pH 7.4): 1.23; (5)ACD/BCF (pH 5.5): 1.00; (6)ACD/BCF (pH 7.4): 2.02; (7)ACD/KOC (pH 5.5): 1.00; (8)ACD/KOC (pH 7.4): 19.41; (9)#H bond acceptors: 6; (10)#H bond donors: 5; (11)#Freely Rotating Bonds: 10; (12)Polar Surface Area: 128.51 Å2; (13)Index of Refraction: 1.681; (14)Molar Refractivity: 114.159 cm3; (15)Molar Volume: 301.804 cm3; (16)Polarizability: 45.256×10-24cm3; (17)Surface Tension: 65.3 dyne/cm; (18)Density: 1.314 g/cm3; (19)Flash Point: 371.104 °C; (20)Enthalpy of Vaporization: 106.21 kJ/mol; (21)Boiling Point: 690.008 °C at 760 mmHg; (22)Vapour Pressure: 0 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C(Nc1ccc(cc1)CCNC[C@H](O)c2ccccc2)Cc3nc(sc3)N
(2)Std. 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
(3)Std. InChIKey: PBAPPPCECJKMCM-IBGZPJMESA-N