meprednisone

Names

[ Name ]:
meprednisone

[Synonym ]:
(16b)-17,21-Dihydroxy-16-methylpregna-1,4-diene-3,11,20-trione
16β-Methylprednisone
methylprednisone
deltisonab
(16β)-17,21-Dihydroxy-16-methylpregna-1,4-diene-3,11,20-trione
Deltisona B
16b-Methylprednisone
Betapred
Betalone
Betapar
Pregna-1,4-diene-3,11,20-trione, 17,21-dihydroxy-16-methyl-, (16β)-
17,21-Dihydroxy-16β-methylpregna-1,4-diene-3,11,20-trione
meprednisone
17,21-Dihydroxy-16b-methylpregna-1,4-diene-3,11,20-trione
Bitanisone
Betanisona

Biological Activity

[Description]:

Meprednisone is a glucocorticoid and a methylated derivative of prednisone.Target: Glucocorticoid ReceptorMeprednisone is a glucocorticoid and a methylated derivative of prednisone. The methylprednisone to MPL area under the curve ratio decreased from 0.19 +/- 0.04 in control to 0.14 +/- 0.03 in ketoconazole-treated rats (P less than .05) due to altered interconversion between these steroids. An improved pharmacokinetic/dynamic receptor/gene-mediated model characterized the steroid receptor binding and induction of tyrosine aminotransferase activity after i.v. MPL sodium succinate (10 mg/kg). In contrast to previous in vitro studies, ketoconazole at maximally tolerated doses failed to antagonize the steroid receptor-mediated activity of MPL [1].

[Related Catalog]:

Signaling Pathways >> Autophagy >> Autophagy

Signaling Pathways >> GPCR/G Protein >> Glucocorticoid Receptor

Research Areas >> Metabolic Disease

[References]

[1]. Scheuer, E. and E. Warshaw, Allergy to corticosteroids: update and review of epidemiology, clinical characteristics, and structural cross-reactivity. Am J Contact Dermat, 2003. 14(4): p. 179-87.

[Related Small Molecules]

Chemical & Physical Properties

[ Density]:
1.3±0.1 g/cm3

[ Boiling Point ]:
574.4±50.0 °C at 760 mmHg

[ Melting Point ]:
204-206ºC

[ Molecular Formula ]:
C₂₂H₂₈O₅

[ Molecular Weight ]:
372.455

[ Flash Point ]:
315.2±26.6 °C

[ Exact Mass ]:
372.193665

[ PSA ]:
91.67000

[ LogP ]:
2.06

[ Vapour Pressure ]:
0.0±3.6 mmHg at 25°C

[ Index of Refraction ]:
1.595

[ Storage condition ]:
2~8°C

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: TU4154090

CHEMICAL NAME :: Pregna-1,4-diene-3,11,20-trione, 17,21-dihydroxy-16-beta-methyl-

CAS REGISTRY NUMBER :: 1247-42-3

LAST UPDATED :: 198910

DATA ITEMS CITED :: 2

MOLECULAR FORMULA :: C22-H28-O5

MOLECULAR WEIGHT :: 372.50

WISWESSER LINE NOTATION :: L E5 B666 CV OV AHTTT&J A1 E1 FV1Q FQ G1

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Subcutaneous

DOSE :: 14 mg/kg

SEX/DURATION :: female 16-22 day(s) after conception

TOXIC EFFECTS :: Reproductive - Specific Developmental Abnormalities - blood and lymphatic systems (including spleen and marrow) Reproductive - Effects on Newborn - growth statistics (e.g.%, reduced weight gain)

REFERENCE :: EXPEAM Experientia. (Birkhaeuser Verlag, POB 133, CH-4010 Basel, Switzerland) V.1- 1945- Volume(issue)/page/year: 30,1098,1974

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Subcutaneous

DOSE :: 6250 ug/kg

SEX/DURATION :: female 15-19 day(s) after conception

TOXIC EFFECTS :: Reproductive - Specific Developmental Abnormalities - Central Nervous System Reproductive - Effects on Newborn - biochemical and metabolic

REFERENCE :: PEREBL Pediatric Research. (Williams & Wilkins Co., 428 E. Preston St., Baltimore, MD 21202) V.1- 1967- Volume(issue)/page/year: 11,1042,1977

Safety Information

[ RIDADR ]:
NONH for all modes of transport

[ HS Code ]:
2937210000

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2937210000