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Name	Rimexolone	EINECS	N/A
CAS No.	49697-38-3	Density	1.12
PSA	54.37000	LogP	4.49650
Solubility	N/A	Melting Point	258-268oC
Formula	C₂₄H₃₄O₃	Boiling Point	507°Cat760mmHg
Molecular Weight	370.532	Flash Point	274.5°C
Transport Information	N/A	Appearance	N/A
Safety		Risk Codes	N/A
Molecular Structure		Hazard Symbols	N/A
Synonyms	(11b,16a,17b)-11-Hydroxy-16,17-dimethyl-17-(1-oxopropyl)androsta-1,4-dien-3-one	Article Data	3

Rimexolone Synthetic route

: 220983-31-3
11β-(trimethylsiloxy)-16α,17α,21-trimethylpregna-1,4-dien-3,20-dione

: 49697-38-3
rimexolone

Conditions

Conditions	Yield
With hydrogenchloride In methanol at 0 - 20℃; for 2.5h; Hydrolysis;	97%

: 50-24-8
prednisolon

: 49697-38-3
rimexolone

Conditions

Conditions	Yield
Multi-step reaction with 9 steps 1.1: pyridine / 5 °C 2.1: NaI / acetone / 20 °C 3.1: NaI; HOAc / acetone / Heating 4.1: 1.40 g / semicarbazide*HCl / H2O; acetic acid / 9.7 h / 80 - 85 °C 5.1: 1.42 g / DMAP; pyridine / 25 h 6.1: LiN(TMS)2 / tetrahydrofuran; hexamethylphosphoric acid triamide / 0.17 h / -65 - -60 °C 6.2: 82 percent / tetrahydrofuran; hexamethylphosphoric acid triamide / 0.03 h / -65 - 10 °C 7.1: 85.5 percent / CuCN / various solvent(s); tetrahydrofuran / 0.22 h / -45 °C 8.1: 63 percent / 4A molecular sieves; benzyltrimethylammonium fluoride / tetrahydrofuran / 0.75 h / 20 °C 9.1: 97 percent / aq. HCl / methanol / 2.5 h / 0 - 20 °C View Scheme

Yield

Multi-step reaction with 9 steps
1.1: pyridine / 5 °C
2.1: NaI / acetone / 20 °C
3.1: NaI; HOAc / acetone / Heating
4.1: 1.40 g / semicarbazide*HCl / H2O; acetic acid / 9.7 h / 80 - 85 °C
5.1: 1.42 g / DMAP; pyridine / 25 h
6.1: LiN(TMS)2 / tetrahydrofuran; hexamethylphosphoric acid triamide / 0.17 h / -65 - -60 °C
6.2: 82 percent / tetrahydrofuran; hexamethylphosphoric acid triamide / 0.03 h / -65 - 10 °C
7.1: 85.5 percent / CuCN / various solvent(s); tetrahydrofuran / 0.22 h / -45 °C
8.1: 63 percent / 4A molecular sieves; benzyltrimethylammonium fluoride / tetrahydrofuran / 0.75 h / 20 °C
9.1: 97 percent / aq. HCl / methanol / 2.5 h / 0 - 20 °C
View Scheme

: 49757-06-4
11β,17α-dihydoxy-21-iodopregna-1,4-diene-3,10-dione

: 49697-38-3
rimexolone

Conditions

Conditions	Yield
Multi-step reaction with 7 steps 1.1: NaI; HOAc / acetone / Heating 2.1: 1.40 g / semicarbazide*HCl / H2O; acetic acid / 9.7 h / 80 - 85 °C 3.1: 1.42 g / DMAP; pyridine / 25 h 4.1: LiN(TMS)2 / tetrahydrofuran; hexamethylphosphoric acid triamide / 0.17 h / -65 - -60 °C 4.2: 82 percent / tetrahydrofuran; hexamethylphosphoric acid triamide / 0.03 h / -65 - 10 °C 5.1: 85.5 percent / CuCN / various solvent(s); tetrahydrofuran / 0.22 h / -45 °C 6.1: 63 percent / 4A molecular sieves; benzyltrimethylammonium fluoride / tetrahydrofuran / 0.75 h / 20 °C 7.1: 97 percent / aq. HCl / methanol / 2.5 h / 0 - 20 °C View Scheme

Yield

Multi-step reaction with 7 steps
1.1: NaI; HOAc / acetone / Heating
2.1: 1.40 g / semicarbazide*HCl / H2O; acetic acid / 9.7 h / 80 - 85 °C
3.1: 1.42 g / DMAP; pyridine / 25 h
4.1: LiN(TMS)2 / tetrahydrofuran; hexamethylphosphoric acid triamide / 0.17 h / -65 - -60 °C
4.2: 82 percent / tetrahydrofuran; hexamethylphosphoric acid triamide / 0.03 h / -65 - 10 °C
5.1: 85.5 percent / CuCN / various solvent(s); tetrahydrofuran / 0.22 h / -45 °C
6.1: 63 percent / 4A molecular sieves; benzyltrimethylammonium fluoride / tetrahydrofuran / 0.75 h / 20 °C
7.1: 97 percent / aq. HCl / methanol / 2.5 h / 0 - 20 °C
View Scheme

: 110558-70-8
11β,17-dihydroxy-21-(toluene-4-sulfonyloxy)-pregna-1,4-diene-3,20-dione

: 49697-38-3
rimexolone

Conditions

Conditions	Yield
Multi-step reaction with 8 steps 1.1: NaI / acetone / 20 °C 2.1: NaI; HOAc / acetone / Heating 3.1: 1.40 g / semicarbazide*HCl / H2O; acetic acid / 9.7 h / 80 - 85 °C 4.1: 1.42 g / DMAP; pyridine / 25 h 5.1: LiN(TMS)2 / tetrahydrofuran; hexamethylphosphoric acid triamide / 0.17 h / -65 - -60 °C 5.2: 82 percent / tetrahydrofuran; hexamethylphosphoric acid triamide / 0.03 h / -65 - 10 °C 6.1: 85.5 percent / CuCN / various solvent(s); tetrahydrofuran / 0.22 h / -45 °C 7.1: 63 percent / 4A molecular sieves; benzyltrimethylammonium fluoride / tetrahydrofuran / 0.75 h / 20 °C 8.1: 97 percent / aq. HCl / methanol / 2.5 h / 0 - 20 °C View Scheme

Yield

Multi-step reaction with 8 steps
1.1: NaI / acetone / 20 °C
2.1: NaI; HOAc / acetone / Heating
3.1: 1.40 g / semicarbazide*HCl / H2O; acetic acid / 9.7 h / 80 - 85 °C
4.1: 1.42 g / DMAP; pyridine / 25 h
5.1: LiN(TMS)2 / tetrahydrofuran; hexamethylphosphoric acid triamide / 0.17 h / -65 - -60 °C
5.2: 82 percent / tetrahydrofuran; hexamethylphosphoric acid triamide / 0.03 h / -65 - 10 °C
6.1: 85.5 percent / CuCN / various solvent(s); tetrahydrofuran / 0.22 h / -45 °C
7.1: 63 percent / 4A molecular sieves; benzyltrimethylammonium fluoride / tetrahydrofuran / 0.75 h / 20 °C
8.1: 97 percent / aq. HCl / methanol / 2.5 h / 0 - 20 °C
View Scheme

: 20423-99-8
11β,17α-dihydroxypregna-1,4-diene-3,20-dione

: 49697-38-3
rimexolone

Conditions

Conditions	Yield
Multi-step reaction with 6 steps 1.1: 1.40 g / semicarbazide*HCl / H2O; acetic acid / 9.7 h / 80 - 85 °C 2.1: 1.42 g / DMAP; pyridine / 25 h 3.1: LiN(TMS)2 / tetrahydrofuran; hexamethylphosphoric acid triamide / 0.17 h / -65 - -60 °C 3.2: 82 percent / tetrahydrofuran; hexamethylphosphoric acid triamide / 0.03 h / -65 - 10 °C 4.1: 85.5 percent / CuCN / various solvent(s); tetrahydrofuran / 0.22 h / -45 °C 5.1: 63 percent / 4A molecular sieves; benzyltrimethylammonium fluoride / tetrahydrofuran / 0.75 h / 20 °C 6.1: 97 percent / aq. HCl / methanol / 2.5 h / 0 - 20 °C View Scheme

Yield

Multi-step reaction with 6 steps
1.1: 1.40 g / semicarbazide*HCl / H2O; acetic acid / 9.7 h / 80 - 85 °C
2.1: 1.42 g / DMAP; pyridine / 25 h
3.1: LiN(TMS)2 / tetrahydrofuran; hexamethylphosphoric acid triamide / 0.17 h / -65 - -60 °C
3.2: 82 percent / tetrahydrofuran; hexamethylphosphoric acid triamide / 0.03 h / -65 - 10 °C
4.1: 85.5 percent / CuCN / various solvent(s); tetrahydrofuran / 0.22 h / -45 °C
5.1: 63 percent / 4A molecular sieves; benzyltrimethylammonium fluoride / tetrahydrofuran / 0.75 h / 20 °C
6.1: 97 percent / aq. HCl / methanol / 2.5 h / 0 - 20 °C
View Scheme

: 60124-50-7
11β-hydroxy-1,4,16-trienepregna-3,20-dione

: 49697-38-3
rimexolone

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1.1: 1.42 g / DMAP; pyridine / 25 h 2.1: LiN(TMS)2 / tetrahydrofuran; hexamethylphosphoric acid triamide / 0.17 h / -65 - -60 °C 2.2: 82 percent / tetrahydrofuran; hexamethylphosphoric acid triamide / 0.03 h / -65 - 10 °C 3.1: 85.5 percent / CuCN / various solvent(s); tetrahydrofuran / 0.22 h / -45 °C 4.1: 63 percent / 4A molecular sieves; benzyltrimethylammonium fluoride / tetrahydrofuran / 0.75 h / 20 °C 5.1: 97 percent / aq. HCl / methanol / 2.5 h / 0 - 20 °C View Scheme

Yield

Multi-step reaction with 5 steps
1.1: 1.42 g / DMAP; pyridine / 25 h
2.1: LiN(TMS)2 / tetrahydrofuran; hexamethylphosphoric acid triamide / 0.17 h / -65 - -60 °C
2.2: 82 percent / tetrahydrofuran; hexamethylphosphoric acid triamide / 0.03 h / -65 - 10 °C
3.1: 85.5 percent / CuCN / various solvent(s); tetrahydrofuran / 0.22 h / -45 °C
4.1: 63 percent / 4A molecular sieves; benzyltrimethylammonium fluoride / tetrahydrofuran / 0.75 h / 20 °C
5.1: 97 percent / aq. HCl / methanol / 2.5 h / 0 - 20 °C
View Scheme

: 60124-51-8
11β-(trimethylsiloxy)-pregna-1,4,16-trien-3,20-dione

: 49697-38-3
rimexolone

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1.1: LiN(TMS)2 / tetrahydrofuran; hexamethylphosphoric acid triamide / 0.17 h / -65 - -60 °C 1.2: 82 percent / tetrahydrofuran; hexamethylphosphoric acid triamide / 0.03 h / -65 - 10 °C 2.1: 85.5 percent / CuCN / various solvent(s); tetrahydrofuran / 0.22 h / -45 °C 3.1: 63 percent / 4A molecular sieves; benzyltrimethylammonium fluoride / tetrahydrofuran / 0.75 h / 20 °C 4.1: 97 percent / aq. HCl / methanol / 2.5 h / 0 - 20 °C View Scheme

Yield

Multi-step reaction with 4 steps
1.1: LiN(TMS)2 / tetrahydrofuran; hexamethylphosphoric acid triamide / 0.17 h / -65 - -60 °C
1.2: 82 percent / tetrahydrofuran; hexamethylphosphoric acid triamide / 0.03 h / -65 - 10 °C
2.1: 85.5 percent / CuCN / various solvent(s); tetrahydrofuran / 0.22 h / -45 °C
3.1: 63 percent / 4A molecular sieves; benzyltrimethylammonium fluoride / tetrahydrofuran / 0.75 h / 20 °C
4.1: 97 percent / aq. HCl / methanol / 2.5 h / 0 - 20 °C
View Scheme

: 207346-24-5
21-methyl-11β-(trimethylsiloxy)-pregna-1,4,16-trien-3,20-dione

: 49697-38-3
rimexolone

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 85.5 percent / CuCN / various solvent(s); tetrahydrofuran / 0.22 h / -45 °C 2: 63 percent / 4A molecular sieves; benzyltrimethylammonium fluoride / tetrahydrofuran / 0.75 h / 20 °C 3: 97 percent / aq. HCl / methanol / 2.5 h / 0 - 20 °C View Scheme

: 226712-41-0
16α,21-dimethyl-11β,20-bis(trimethylsiloxy)-pregna-1,4,17(20)-trien-3-one

: 49697-38-3
rimexolone

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 63 percent / 4A molecular sieves; benzyltrimethylammonium fluoride / tetrahydrofuran / 0.75 h / 20 °C 2: 97 percent / aq. HCl / methanol / 2.5 h / 0 - 20 °C View Scheme

Rimexolone Chemical Properties

Molecular Structure:

Molecular Formula: C₂₄H₃₄O₃
Molecular Weight: 370.52
IUPAC Name: (8S,9S,10R,11S,13S,14S,16R,17S)-11-Hydroxy-10,13,16,17-tetramethyl-17-propanoyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-3-one
Synonyms of Rimexolone (CAS NO.49697-38-3): 11beta-Hydroxy-16alpha,17,21-trimethyl-1,4-pregnadien-3,20-dion ; 11beta-Hydroxy-16alpha,17alpha-dimethyl-17-propionylandrosta-1,4-dien-3-one ; AL 02178 ; Org 6216 ; Rimexolona ; Rimexolona [INN-Spanish] ; Rimexolonum ; Rimexolonum [INN-Latin] ; UNII-O7M2E4264D ; Vexol ; (11beta,16alpha,17beta)-11-Hydroxy-16,17-dimethyl-17-(1-oxopropyl)androsta-1,4-dien-3-one ; Androsta-1,4-dien-3-one, 11-hydroxy-16,17-dimethyl-17-(1-oxopropyl)-, (11beta,16alpha,17beta)-
CAS NO: 49697-38-3
Melting point: 258-268 ºC
Classification Code: Adrenal Cortex Hormones ; Anti-inflammatory ; Glucocorticoids ; Hormones ; Hormones, Hormone Substitutes, and Hormone Antagonists
Index of Refraction: 1.558
Molar Refractivity: 106.27 cm³
Molar Volume: 329.1 cm³
Surface Tension: 44.6 dyne/cm
Density: 1.12 g/cm³
Flash Point: 274.5 °C
Enthalpy of Vaporization: 89.47 kJ/mol
Boiling Point: 507 °C at 760 mmHg
Vapour Pressure: 2.1E-12 mmHg at 25°C

Rimexolone Uses

Rimexolone (CAS NO.49697-38-3) is a glucocorticoid steroid used to treat inflammation in the eye.

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