Product Name

  • Name

    Hydrocortisone 21-hemisuccinate

  • EINECS 218-612-3
  • CAS No. 2203-97-6
  • Article Data10
  • CAS DataBase
  • Density 1.33 g/cm3
  • Solubility
  • Melting Point 170～172℃
  • Formula C25H34O8
  • Boiling Point 685.5 °C at 760 mmHg
  • Molecular Weight 462.54
  • Flash Point 231.1 °C
  • Transport Information
  • Appearance
  • Safety 22-24/25
  • Risk Codes
  • Molecular Structure Molecular Structure of 2203-97-6 (Hydrocortisone 21-hemisuccinate)
  • Hazard Symbols
  • Synonyms Cortisol,21-(hydrogen succinate) (8CI);Cortisol, hydrogen succinate (7CI);Cortisol21-hemisuccinate;Cortisol hemisuccinate;Cortisol succinate;Hydrocortisone21-(hydrogen succinate);Hydrocortisone 21-O-b-carbonylpropionic acid;Hydrocortisone 21-succinate;Hydrocortisone hemisuccinate;Hydrocortisone hydrogen succinate;Hydrocortisone succinate;NSC 7576;Saxizon;
  • PSA 138.20000
  • LogP 2.19730

Synthetic route

succinic acid anhydride
108-30-5

succinic acid anhydride

HYDROCORTISONE
50-23-7

HYDROCORTISONE

hydrocortisone hemisuccinate
2203-97-6

hydrocortisone hemisuccinate

Conditions
ConditionsYield
With pyridine at 20℃; for 24h;98%
With pyridine for 5h; Heating;94%
Stage #1: succinic acid anhydride; HYDROCORTISONE With dmap In tetrahydrofuran; N,N-dimethyl-formamide at 45℃; for 4h;
Stage #2: In tetrahydrofuran; N,N-dimethyl-formamide; acetone at 0 - 10℃; for 2h;		89%
succinic acid anhydride
108-30-5

succinic acid anhydride

HYDROCORTISONE
50-23-7

HYDROCORTISONE

hydrocortisone hemisuccinate
2203-97-6

hydrocortisone hemisuccinate

Conditions
ConditionsYield
With pyridine at 20℃; for 24h;98%
With pyridine for 5h; Heating;94%
Stage #1: succinic acid anhydride; HYDROCORTISONE With dmap In tetrahydrofuran; N,N-dimethyl-formamide at 45℃; for 4h;
Stage #2: In tetrahydrofuran; N,N-dimethyl-formamide; acetone at 0 - 10℃; for 2h;		89%
4-nitro-phenol
100-02-7

4-nitro-phenol

hydrocortisone hemisuccinate
2203-97-6

hydrocortisone hemisuccinate

hydrocortisone-21-O-β-carbonylpropionic acid p-nitrophenolic ester
147930-86-7

hydrocortisone-21-O-β-carbonylpropionic acid p-nitrophenolic ester

Conditions
ConditionsYield
With dicyclohexyl-carbodiimide In tetrahydrofuran at 20℃; for 24h;95%
With dicyclohexyl-carbodiimide In tetrahydrofuran at 0 - 20℃; for 26h;95%
hydrocortisone hemisuccinate
2203-97-6

hydrocortisone hemisuccinate

prednisolone-21-O-β-carbonylpropionyl-His-Gly-Lys-OH
757954-25-9

prednisolone-21-O-β-carbonylpropionyl-His-Gly-Lys-OH

Nα-(prednisolone-21-O-β-carbonylpropionyl)-His-Gly-Nε-(hydrocortisone-21-O-β-carbonyl-propionyl)-Lys-OH

Nα-(prednisolone-21-O-β-carbonylpropionyl)-His-Gly-Nε-(hydrocortisone-21-O-β-carbonyl-propionyl)-Lys-OH

Conditions
ConditionsYield
With 1-hydroxy-pyrrolidine-2,5-dione; dicyclohexyl-carbodiimide In tetrahydrofuran at 20℃; for 40h;74%
hydrocortisone hemisuccinate
2203-97-6

hydrocortisone hemisuccinate

6--amino-2,3-dihydrophthalazine-1,4-dione
78544-61-3

6--amino-2,3-dihydrophthalazine-1,4-dione

cortisol-aminopentyl ethyl isoluminol conjugate
76773-85-8

cortisol-aminopentyl ethyl isoluminol conjugate

Conditions
ConditionsYield
With 1-hydroxy-pyrrolidine-2,5-dione; carbodiimide 1.) DMF, r.t., 2.) DMF, 4 h, r.t.; Multistep reaction;
hydrocortisone hemisuccinate
2203-97-6

hydrocortisone hemisuccinate

HYDROCORTISONE
50-23-7

HYDROCORTISONE

Conditions
ConditionsYield
With tetramethyl ammoniumhydroxide; tetrazolium blue In ethanol Rate constant; Ambient temperature; reaction of corticosteroids and their hemisuccinate esters with blue tetrazolium under USP assay conditions, hydrolysis of esters, effect of water content, kinetic study by HPLC;
monophenylsulfonylfuroxan

monophenylsulfonylfuroxan

hydrocortisone hemisuccinate
2203-97-6

hydrocortisone hemisuccinate

4-(4-benzenesulfonyl-5-oxy-furazan-3-yl)-4-oxo-butyric acid 2-(11,17-dihydroxy-10,13-dimethyl-3-oxo-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)-2-oxo-ethyl ester

4-(4-benzenesulfonyl-5-oxy-furazan-3-yl)-4-oxo-butyric acid 2-(11,17-dihydroxy-10,13-dimethyl-3-oxo-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)-2-oxo-ethyl ester

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide
4-(2-hydroxyethoxy)-3-(phenylsulfonyl)-1,2,5-oxadiazole 2-N-oxide

4-(2-hydroxyethoxy)-3-(phenylsulfonyl)-1,2,5-oxadiazole 2-N-oxide

hydrocortisone hemisuccinate
2203-97-6

hydrocortisone hemisuccinate

succinic acid 2-(4-benzenesulfonyl-5-oxy-furazan-3-yloxy)-ethyl ester 2-(11,17-dihydroxy-10,13-dimethyl-3-oxo-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)-2-oxo-ethyl ester

succinic acid 2-(4-benzenesulfonyl-5-oxy-furazan-3-yloxy)-ethyl ester 2-(11,17-dihydroxy-10,13-dimethyl-3-oxo-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)-2-oxo-ethyl ester

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide
1-methyl-3-[2-oxido-3-(phenylsulfonyl)-1,2,5-oxadiazol-4-yloxy]propan-1-ol

1-methyl-3-[2-oxido-3-(phenylsulfonyl)-1,2,5-oxadiazol-4-yloxy]propan-1-ol

hydrocortisone hemisuccinate
2203-97-6

hydrocortisone hemisuccinate

succinic acid 3-(4-benzenesulfonyl-5-oxy-furazan-3-yloxy)-1-methyl-propyl ester 2-(11,17-dihydroxy-10,13-dimethyl-3-oxo-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)-2-oxo-ethyl ester

succinic acid 3-(4-benzenesulfonyl-5-oxy-furazan-3-yloxy)-1-methyl-propyl ester 2-(11,17-dihydroxy-10,13-dimethyl-3-oxo-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)-2-oxo-ethyl ester

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide
4-(4-hydroxybutoxy)-3-(phenylsulfonyl)-1,2,5-oxadiazole 2-oxide

4-(4-hydroxybutoxy)-3-(phenylsulfonyl)-1,2,5-oxadiazole 2-oxide

hydrocortisone hemisuccinate
2203-97-6

hydrocortisone hemisuccinate

succinic acid 4-(4-benzenesulfonyl-5-oxy-furazan-3-yloxy)-butyl ester 2-(11,17-dihydroxy-10,13-dimethyl-3-oxo-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)-2-oxo-ethyl ester

succinic acid 4-(4-benzenesulfonyl-5-oxy-furazan-3-yloxy)-butyl ester 2-(11,17-dihydroxy-10,13-dimethyl-3-oxo-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)-2-oxo-ethyl ester

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide
4-(2-(2-hydroxyethoxy)ethoxy)-3-(phenylsulfonyl)-1,2,5-oxadiazole 2-oxide

4-(2-(2-hydroxyethoxy)ethoxy)-3-(phenylsulfonyl)-1,2,5-oxadiazole 2-oxide

hydrocortisone hemisuccinate
2203-97-6

hydrocortisone hemisuccinate

succinic acid 2-[2-(4-benzenesulfonyl-5-oxy-furazan-3-yloxy)-ethoxy]-ethyl ester 2-(11,17-dihydroxy-10,13-dimethyl-3-oxo-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)-2-oxo-ethyl ester

succinic acid 2-[2-(4-benzenesulfonyl-5-oxy-furazan-3-yloxy)-ethoxy]-ethyl ester 2-(11,17-dihydroxy-10,13-dimethyl-3-oxo-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)-2-oxo-ethyl ester

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide
4-(4-(hydroxymethyl)phenoxy)-3-(phenylsulfonyl)-1,2,5-oxadiazole 2-oxide

4-(4-(hydroxymethyl)phenoxy)-3-(phenylsulfonyl)-1,2,5-oxadiazole 2-oxide

hydrocortisone hemisuccinate
2203-97-6

hydrocortisone hemisuccinate

succinic acid 4-(4-benzenesulfonyl-5-oxy-furazan-3-yloxy)-benzyl ester 2-(11,17-dihydroxy-10,13-dimethyl-3-oxo-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)-2-oxo-ethyl ester

succinic acid 4-(4-benzenesulfonyl-5-oxy-furazan-3-yloxy)-benzyl ester 2-(11,17-dihydroxy-10,13-dimethyl-3-oxo-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)-2-oxo-ethyl ester

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide
4-(4-(2-hydroxyethyl)phenoxy)-3-(phenylsulfonyl)-1,2,5-oxadiazole 2-oxide

4-(4-(2-hydroxyethyl)phenoxy)-3-(phenylsulfonyl)-1,2,5-oxadiazole 2-oxide

hydrocortisone hemisuccinate
2203-97-6

hydrocortisone hemisuccinate

succinic acid 2-[4-(4-benzenesulfonyl-5-oxy-furazan-3-yloxy)-phenyl]-ethyl ester 2-(11,17-dihydroxy-10,13-dimethyl-3-oxo-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)-2-oxo-ethyl ester

succinic acid 2-[4-(4-benzenesulfonyl-5-oxy-furazan-3-yloxy)-phenyl]-ethyl ester 2-(11,17-dihydroxy-10,13-dimethyl-3-oxo-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)-2-oxo-ethyl ester

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide
hydrocortisone hemisuccinate
2203-97-6

hydrocortisone hemisuccinate

4-(2-aminoethoxy)-3-(benzenesulfonyl)-1,2,5-oxadiazole-2-oxide
186408-95-7

4-(2-aminoethoxy)-3-(benzenesulfonyl)-1,2,5-oxadiazole-2-oxide

N-[2-(4-benzenesulfonyl-5-oxy-furazan-3-yloxy)-ethyl]-succinamic acid 2-(11,17-dihydroxy-10,13-dimethyl-3-oxo-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)-2-oxo-ethyl ester

N-[2-(4-benzenesulfonyl-5-oxy-furazan-3-yloxy)-ethyl]-succinamic acid 2-(11,17-dihydroxy-10,13-dimethyl-3-oxo-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)-2-oxo-ethyl ester

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide
hydrocortisone hemisuccinate
2203-97-6

hydrocortisone hemisuccinate

hydrocortisone-21-O-β-carbonylpropionyl-Glu-Asp-Gly-OH

hydrocortisone-21-O-β-carbonylpropionyl-Glu-Asp-Gly-OH

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 95 percent / DCC / tetrahydrofuran / 26 h / 0 - 20 °C
2: 79 percent / N-hydroxysuccinimide; DCC / tetrahydrofuran / 40 h / 20 °C
View Scheme
hydrocortisone hemisuccinate
2203-97-6

hydrocortisone hemisuccinate

hydrocortisone-21-O-β-carbonylpropionyl-His-Gly-Glu-OH

hydrocortisone-21-O-β-carbonylpropionyl-His-Gly-Glu-OH

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 95 percent / DCC / tetrahydrofuran / 26 h / 0 - 20 °C
2: 80 percent / N-hydroxysuccinimide; DCC / tetrahydrofuran / 40 h / 20 °C
View Scheme
hydrocortisone hemisuccinate
2203-97-6

hydrocortisone hemisuccinate

hydrocortison-21-O-succinyl-tyrosyl-arginine

hydrocortison-21-O-succinyl-tyrosyl-arginine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 95 percent / DCC / tetrahydrofuran / 24 h / 20 °C
2: 51 percent / HOBt; N-methyl morpholine / dimethylformamide / 48 h / 20 °C / pH 9
View Scheme

Hydrocortisone 21-hemisuccinate Specification

The Hydrocortisone 21-hemisuccinate with the cas number 2203-97-6, is also called 4-[2-[(8S,9S,10R,11S,13S,14S,17R)-11,17-dihydroxy-10,13-dimethyl-3-oxo-2,6,7,8,9,11,12,14,15,16-decahydro-1H-
cyclopenta[a]phenanthren-17-yl]-2-oxoethoxy]-4-oxobutanoic acid named by IUPAC. And It's system names are (1)Hydrocortisone 21-(hydrogen succinate); (2)Preg-4-ene-3,20-dione, 21-(3-carboxy-1-oxopropoxy)-11,17-dihydroxy-, (11-beta)-. It belongs to the following product categories: Steroids. It should be stored around -20°C to avoid becoming invalid. It is can be applied to anti-inflammatory agents when you are using this chemical, please avoid contact with skin and eyes and not to breathe dust.

Physical properties about Hydrocortisone 21-hemisuccinate are: (1)ACD/LogP: 2.13 ; (2)# of Rule of 5 Violations: 0 ; (3)ACD/LogD (pH 5.5): 0.89 ; (4)ACD/LogD (pH 7.4): -0.89 ; (5)ACD/BCF (pH 5.5): 1.42 ; (6)ACD/BCF (pH 7.4): 1 ; (7)ACD/KOC (pH 5.5): 20 ; (8)ACD/KOC (pH 7.4): 1 ; (9)#H bond acceptors: 8 ; (10)#H bond donors: 3 ; (11)#Freely Rotating Bonds: 9 ; (12)Polar Surface Area: 105.2 Å2 ; (13)Index of Refraction: 1.586 ; (14)Molar Refractivity: 116.06 cm3 ; (15)Molar Volume: 345.5 cm3 ; (16)Polarizability: 46.01 ×10-24cm3 ; (17)Surface Tension: 62.1 dyne/cm ; (18)Density: 1.33 g/cm3 ; (19)Flash Point: 231.1 °C ; (20)Enthalpy of Vaporization: 114.97 kJ/mol ; (21)Boiling Point: 685.5 °C at 760 mmHg ; (22)Vapour Pressure: 9.36E-22 mmHg at 25°C

You can still convert the following datas into molecular structure :
(1).SMILES: O=C(O)CCC(=O)OCC(=O)[C@@]1(O)CC[C@H]2[C@H]4[C@H]([C@@H](O)C[C@]12C)[C@@]3(/C(=C\C(=O)CC3)CC4)C
(2).InChI:InChI=1/C25H34O8/c1-23-9-7-15(26)11-14(23)3-4-16-17-8-10-25(32,24(17,2)12-18(27)22(16)23)19(28)13-33-21(31)6-5-20(29)30/h11,16-18,22,27,32H,3-10,12-13H2,1-2H3,(H,29,30)/t16-,17-,18-,22+,23-,24-,25-/m0/s

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