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Hydrocortisone
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ATC:
A01AC03; A07EA02; C05AA01; D07AA02; D07XA01; H02AB09; S01BA02; S01CB03; S02BA01
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Use:
Lorem
Lorem
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Chemical name:
Lorem ipsum dolor sit amet, consetetur sadipscing elitr, sed diam
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Formula:
Lorem ipsum dolor sit amet,
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MW:362.47 g/mol
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CAS-RN:50-23-7
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InChI Key:JYGXADMDTFJGBT-VWUMJDOOSA-N
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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
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EINECS:200-020-1
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LD50: >500 mg/kg (M, s.c.);
150 mg/kg (R, i.p.); 449 mg/kg (R, s.c.)
Substances Referenced in Synthesis Path
CAS-RN |
Formula |
Chemical Name |
CAS Index Name |
108-24-7 |
C4H6O3 |
acetic anhydride |
Acetic acid, anhydride |
50-04-4 |
C23H30O6 |
21-O-acetylcortisone |
Pregn-4-ene-3,11,20-trione, 21-(acetyloxy)-17-hydroxy- |
31085-34-4 |
C23H32O4 |
(11β,17Z)-21-(acetyloxy)-11-hydroxypregna-4,17(20)-dien-3-one |
Pregna-4,17(20)-dien-3-one, 21-(acetyloxy)-11-hydroxy-, (11β,17Z)- |
96671-22-6 |
C26H36O7 |
(3β)-17,21-bis(acetyloxy)-3-(formyloxy)pregn-5-en-20-one |
Pregn-5-en-20-one, 17,21-bis(acetyloxy)-3-(formyloxy)-, (3β)- |
Lorem |
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Trade Names
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Annotation |
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J |
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Lorem ipsum |
Lorem
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comb. with crotamiton |
Lorem |
Lorem
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comb. with fradiomycin |
Lorem |
Lorem
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comb. with sodium succinate |
Lorem |
Lorem
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comb. with oxytetracycline |
USA |
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(wfm = withdrawn from market)
Formulations
- Loremipsumdolorsitamet,consetetursadipscingelitr,seddiamnonumyeirmodtemporinvidunt
References
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- a US 9 999 999 (Upjohn; 1953; appl. 1950).
- US 9 999 999 (Pfizer; 1953; appl. 1952).
- US 9 999 999 (Upjohn; 9999 appl. 1954).
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synthesis of cortexolon:
- Julian, P.L.: J. Am. Chem. Soc. (JACSAT) 72, 5145 (1950).
- Sondheimer, F. et al.: J. Am. Chem. Soc. (JACSAT) 78, 816 (1956).
- The Merck Index, 2891 (Rahway 1976).
- b Oliveto, E. et al.: J. Am. Chem. Soc. (JACSAT) 78, 1736 (1956).
- c US 9 999 999 (American Cyanamid; 1954; appl. 1951).
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synthesis of starting material:
- d Hogg, J.A. et al.: J. Am. Chem. Soc. (JACSAT) 77, 4436 (1955).
- US 9 999 999 (American Cyanamid; 1952; appl. 1951).
- US 9 999 999 (American Cyanamid; 1955; appl. 1953).
- US 9 999 999 (Upjohn; 1956; appl. 1954).
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alternative syntheses:
- US 9 999 999 (Merck & Co.; 1951; appl. 1947).
- GB 999 999 (Pfizer; appl. 1956; USA-prior. 1955).
- US 9 999 999 (Upjohn; 9.8.1977; appl. 17.11.1975).
- DOS 9 999 999 (Schering AG; appl. 25.1.1978).
- DOS 9 999 999 (Schering AG; appl. 25.1.1978).
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review:
- Fieser, L.F.; Fieser, M.: Steroide, 710, 737 (Weinheim 1961).
- Ullmanns Encykl. Tech. Chem., 4. Aufl., Vol. 13, 52.
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pharmaceutical formulation:
- DOS 9 999 999 (Dermal; appl. 18.2.1976; GB-prior. 19.2.1975).