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| CAS No.: | 50-23-7 |
|---|---|
| Name: | Hydrocortisone |
| Article Data: | 65 |
| Cas Database | |
| Molecular Structure: | |
|
|
|
| Formula: | C21H30O5 |
| Molecular Weight: | 362.466 |
| Synonyms: | Cortisol(8CI);11b,17,21-Trihydroxypregn-4-ene-3,20-dione;11b,17,21-Trihydroxyprogesterone;11b,17a,21-Trihydroxypregn-4-ene-3,20-dione;11b-Hydroxycortisone;17-Hydroxycorticosterone;4-Pregnene-11b,17a,21-triol-3,20-dione;Acticort;Aeroseb HC;Ala-Cort;Anflam;Anti-inflammatory hormone;CaldeCort Spray;Cetacort;Cobadex;Cortanal;Cortef;Corticreme;Cortiment;Cortispray;Cortril;Dermocortal;Dihydrocostisone;Domolene-HC;DuoCort;Efcorbin;Eldecort;Esiderm H;Evacort; |
| EINECS: | 200-020-1 |
| Density: | 1.28 g/cm3 |
| Melting Point: | 211-214 °C(lit.) |
| Boiling Point: | 566.4 °C at 760 mmHg |
| Flash Point: | 310.4 °C |
| Solubility: | water: 100 mg/mL |
| Appearance: | crystalline white powder |
| Hazard Symbols: |
 Xn
|
| Risk Codes: | 63-62-40 |
| Safety: | 36/37-45-36-22 |
| PSA: | 94.83000 |
| LogP: | 1.78160 |
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| Conditions | Yield |
|---|---|
| With potassium carbonate In methanol for 1h; | 95% |
| With sodium methylate In methanol at 20℃; for 0.5h; | 94.82% |
| With water; sodium hydroxide In tetrahydrofuran at 20℃; for 3h; | 91.3% |
- 50-23-7
HYDROCORTISONE
| Conditions | Yield |
|---|---|
| With [(η5-C5Me5)Ir(6,6'-dihydroxy-2,2'-bipyridine)(H2O)]OTf2 In water; tert-butyl alcohol at 60℃; for 8h; chemoselective reaction; | 64% |
| Conditions | Yield |
|---|---|
| at 37℃; for 2h; 17,20-lyase, metyrapone, NAD+, malic acid; | A n/a B n/a C 17% |
| With metyrapone; malic acid; 17,20-lyase; NAD at 37℃; for 2h; Product distribution; var. pH, temp., and cofactors; | A n/a B n/a C 17% |
| Conditions | Yield |
|---|---|
| mit Hilfe von Cunninghamella blakesleeana; | |
| mit Hilfe von Curvularia lunata; | |
| With glucose-6-phosphate dehydrogenase; α-D-glucose 6-phosphate; adrenal mitochondrial 11-hydroxylase of squirrel monkey (Saimiri sciureus); 2-amino-2-hydroxymethyl-1,3-propanediol; NADPH; calcium chloride; magnesium chloride at 37℃; for 0.133333h; Product distribution; Kinetics; adrenal 11-hydroxylase of rhesus macaques and cynomolgus monkey, Km, Vmax, influence of metyrapone; |
- 104117-71-7
21-acetoxy-17-hydroxy-pregn-4-ene-3,11,20-trione-3,20-disemicarbazone
- 50-23-7
HYDROCORTISONE
| Conditions | Yield |
|---|---|
| With potassium borohydride anschliessend mit HNO2; |
- 76338-54-0
3,3;20,20-bis-ethanediyldioxy-pregn-5-ene-11β,17,21-triol
- 50-23-7
HYDROCORTISONE
| Conditions | Yield |
|---|---|
| With sulfuric acid |
- 57-83-0
Progesterone
A
- 50-23-7
HYDROCORTISONE
B
- 68-96-2
17-hydroxyprogesterone
C
- 64-85-7
21-Hydroxyprogesterone
D
- 50-22-6
Corticosterone
E
- 152-58-9
Cortexolone
| Conditions | Yield |
|---|---|
| With glucose-6-phosphate dehydrogenase; phosphate buffer; air; α-D-glucose 6-phosphate; midterm female fetal human adrenal tissue; NADP; magnesium chloride at 37℃; for 2h; Product distribution; <3H>labeled; | A 36.3 % Chromat. B n/a C n/a D 4.7 % Chromat. E n/a |
| Conditions | Yield |
|---|---|
| With carbon dioxide; adenomatous adrenal tissue of patients with Cushing's syndrome; Krebs-Ringer bicarbonate solution; oxygen In ethanol at 37℃; for 1h; Product distribution; tritium labeled study; | A 34.1 % Chromat. B n/a C 16.1 % Chromat. |
| Conditions | Yield |
|---|---|
| With carbon dioxide; Krebs-Ringer bicarbonate solution; normal adrenal tissue of patients with renal cell carcinoma; oxygen In ethanol at 37℃; for 1h; Product distribution; tritium labeled study; | A 35.7 % Chromat. B 40.6 % Chromat. |
| With carbon dioxide; Krebs-Ringer bicarbonate solution; surrounding adrenal tissue of patients with primary aldosteronism; oxygen In ethanol at 37℃; for 1h; Product distribution; tritium labeled study; | A 16.7 % Chromat. B 58.0 % Chromat. |
| Conditions | Yield |
|---|---|
| With carbon dioxide; adenomatous and surrounding adrenal tissue of patients with Cushing's syndrome; Krebs-Ringer bicarbonate solution; primary aldosteronism or renal cell carcinoma; oxygen In ethanol at 37℃; for 1h; Product distribution; tritium labeled study; |
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Consensus Reports
Reported in EPA TSCA Inventory.
Specification
1. Introduction of Hydrocortisone
Hydrocortisone is one kind of crystalline white powder. The IUPAC Name of this chemical is (8S,9S,10R,11S,13S,14S,17R)-11,17-Dihydroxy-17-(2-hydroxyacetyl)-10,13-dimethyl-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-3-one. In addition, the Classification Code of this chemical is Anti-Inflammatory Agents; Drug / Therapeutic Agent; Glucocorticoid; Mutation data; Reproductive Effect. Hydrocortisone is very slightly soluble in water and sparingly soluble in alcohol.
2. Properties of Hydrocortisone
Physical properties about Hydrocortisone are:
(1)Melting point: 211-214 °C(lit.); (2)Storage temp.: -20°C; (3)Solubility: H2O: 100 mg/mL; (4)Index of Refraction: 1.594; (5)Molar Refractivity: 95.57 cm3; (6)Molar Volume: 281.3 cm3; (7)Surface Tension: 58.8 dyne/cm; (8)Density: 1.28 g/cm3; (9)Flash Point: 310.4 °C; (10)Enthalpy of Vaporization: 97.71 kJ/mol; (11)Boiling Point: 566.4 °C at 760 mmHg; (12)Vapour Pressure: 3.44E-15 mmHg at 25 °C; (13)XLogP3-AA: 1.6; (14)H-Bond Donor: 3; (15)H-Bond Acceptor: 5.
3. Structure Descriptors of Hydrocortisone
(1)Canonical SMILES: CC12CCC(=O)C=C1CCC3C2C(CC4(C3CCC4(C(=O)CO)O)C)O
(2)Isomeric SMILES: C[C@]12CCC(=O)C=C1CC[C@@H]3[C@@H]2[C@H](C[C@]4([C@H]3CC[C@@]4(C(=O)CO)O)C)O
(3)InChI: InChI=1S/C21H30O5/c1-19-7-5-13(23)9-12(19)3-4-14-15-6-8-21(26,17(25)11-22)20(15,2)10-16(24)18(14)19/h9,14-16,18,22,24,26H,3-8,10-11H2,1-2H3/t14-,15-,16-,18+,19-,20-,21-/m0/s1
(4)InChIKey: JYGXADMDTFJGBT-VWUMJDOOSA-N
4. Toxicity of Hydrocortisone
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| man | TDLo | oral | 400mg/kg/10D- (400mg/kg) | BEHAVIORAL: CHANGES IN PSYCHOPHYSIOLOGICAL TESTS | Psychopharmacology Vol. 145, Pg. 260, 1999. |
| mouse | LD50 | subcutaneous | > 500mg/kg (500mg/kg) | Khimiko-Farmatsevticheskii Zhurnal. Chemical Pharmaceutical Journal. For English translation, see PCJOAU. Vol. 24(3), Pg. 26, 1990. | |
| rat | LD50 | intraperitoneal | 150mg/kg (150mg/kg) | Japanese Journal of Pharmacology. Vol. 21, Pg. 377, 1971. | |
| rat | LD50 | subcutaneous | 449mg/kg (449mg/kg) | Toxicology and Applied Pharmacology. Vol. 8, Pg. 250, 1966. |
5. Safety information of Hydrocortisone
Poison by intraperitoneal route. Moderately toxic by subcutaneous route. An experimental teratogen. Other experimental reproductive effects. Mutation data reported. A steroid. When heated to decomposition it emits very toxic fumes of SOx and NOx.
Hazard Codes: Xn
WGK Germany: 3
Risk Statements: 63-62-40
R62: Risk of impaired fertility.
R63: Possible risk of harm to the unborn child.
R40: Limited evidence of a carcinogenic effect.
Safety Statements of Hydrocortisone: 36/37-45-36-22
S36/37: Wear suitable protective clothing and gloves.
S45: In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
S36: Wear suitable protective clothing.
S22: Do not breathe dust.
6. Uses of Hydrocortisone
Hydrocortisone (CAS NO.50-23-7) is used to treat a variety of different illnesses. Its synthetic counterpart is used, either as an injection or topically, in the treatment of inflammation, allergy, collagen diseases, asthma, adrenocortical deficiency, shock, and some neoplastic conditions.
7. Production of Hydrocortisone
Hydrocortisone can be got from the adrenal gland. Or it can be got from 17α- hydroxyprogesterone.