Details
Stereochemistry | ABSOLUTE |
Molecular Formula | C22H28O5 |
Molecular Weight | 372.4547 |
Optical Activity | UNSPECIFIED |
Defined Stereocenters | 7 / 7 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
[H][C@@]12C[C@H](C)[C@](O)(C(=O)CO)[C@@]1(C)CC(=O)[C@@]3([H])[C@@]2([H])CCC4=CC(=O)C=C[C@]34C
InChI
InChIKey=PIDANAQULIKBQS-RNUIGHNZSA-N
InChI=1S/C22H28O5/c1-12-8-16-15-5-4-13-9-14(24)6-7-20(13,2)19(15)17(25)10-21(16,3)22(12,27)18(26)11-23/h6-7,9,12,15-16,19,23,27H,4-5,8,10-11H2,1-3H3/t12-,15-,16-,19+,20-,21-,22-/m0/s1
Molecular Formula | C22H28O5 |
Molecular Weight | 372.4547 |
Charge | 0 |
Count |
|
Stereochemistry | ABSOLUTE |
Additional Stereochemistry | No |
Defined Stereocenters | 7 / 7 |
E/Z Centers | 0 |
Optical Activity | UNSPECIFIED |
Meprednisone, also known as NSC-63278 and Betapar, is a glucocorticoid receptor agonist.It has anti-inflammatory and immunosuppressive activity. It was approved since 1978, but its marketing in USA was discontinied since. Meprednisone is marketed in Argentina under trade name Copytren for treatment of rheumatic diseases, diseases of collagen, dermatological, gastrointestinal, respiratory and ophtalmological diseases.
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
Target ID: CHEMBL2034 Sources: http://medkoo.com/products/10909 |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
---|---|---|---|---|
Palliative | BETAPAR Approved UseMeprednisone (16-β-methylprednisone) is a steroid anti-inflammatory with poor mineralocorticoid action due to the methylation of prednisone at the carbon 16 level. Corticosteroids have anti-inflammatory and immunosuppressive activity. The mechanism of anti-inflammatory action is due to the decrease of the tissue response to the inflammatory processes, without modifying the underlying causes. Steroids diffuse through the cell membrane and bind to specific cytoplasmic receptors. Then, this complex enters the nucleus, where it binds to other transcriptional factors and to DNA producing induction and repression of genes that lead to its anti-inflammatory, immunosuppressive and mild mineralocorticoid effect. Other effects are: suppression of pituitary corticotropin production leading to secondary adrenal insufficiency, decreased absorption and increased calcium excretion, increased surfactant factor production in type 2 pneumocytes, protein catabolism in lymphoid, muscle, Connective tissue and skin, hepatic gluconeogenesis with decreased peripheral glucose utilization, decreased formation and increased bone resorption. The mechanism by which corticosteroids decrease immunity involves inhibition of cell-mediated immune reactions, reduction of T lymphocyte, monocyte and eosinophil concentration, decreased binding of immunoglobulins to cell-surface receptors, and release and / or synthesis of interleukins. Launch Date1978 |
|||
Palliative | BETAPAR Approved UseMeprednisone (16-β-methylprednisone) is a steroid anti-inflammatory with poor mineralocorticoid action due to the methylation of prednisone at the carbon 16 level. Corticosteroids have anti-inflammatory and immunosuppressive activity. The mechanism of anti-inflammatory action is due to the decrease of the tissue response to the inflammatory processes, without modifying the underlying causes. Steroids diffuse through the cell membrane and bind to specific cytoplasmic receptors. Then, this complex enters the nucleus, where it binds to other transcriptional factors and to DNA producing induction and repression of genes that lead to its anti-inflammatory, immunosuppressive and mild mineralocorticoid effect. Other effects are: suppression of pituitary corticotropin production leading to secondary adrenal insufficiency, decreased absorption and increased calcium excretion, increased surfactant factor production in type 2 pneumocytes, protein catabolism in lymphoid, muscle, Connective tissue and skin, hepatic gluconeogenesis with decreased peripheral glucose utilization, decreased formation and increased bone resorption. The mechanism by which corticosteroids decrease immunity involves inhibition of cell-mediated immune reactions, reduction of T lymphocyte, monocyte and eosinophil concentration, decreased binding of immunoglobulins to cell-surface receptors, and release and / or synthesis of interleukins. Launch Date1978 |
|||
Primary | BETAPAR Approved UseMeprednisone (16-β-methylprednisone) is a steroid anti-inflammatory with poor mineralocorticoid action due to the methylation of prednisone at the carbon 16 level. Corticosteroids have anti-inflammatory and immunosuppressive activity. The mechanism of anti-inflammatory action is due to the decrease of the tissue response to the inflammatory processes, without modifying the underlying causes. Steroids diffuse through the cell membrane and bind to specific cytoplasmic receptors. Then, this complex enters the nucleus, where it binds to other transcriptional factors and to DNA producing induction and repression of genes that lead to its anti-inflammatory, immunosuppressive and mild mineralocorticoid effect. Other effects are: suppression of pituitary corticotropin production leading to secondary adrenal insufficiency, decreased absorption and increased calcium excretion, increased surfactant factor production in type 2 pneumocytes, protein catabolism in lymphoid, muscle, Connective tissue and skin, hepatic gluconeogenesis with decreased peripheral glucose utilization, decreased formation and increased bone resorption. The mechanism by which corticosteroids decrease immunity involves inhibition of cell-mediated immune reactions, reduction of T lymphocyte, monocyte and eosinophil concentration, decreased binding of immunoglobulins to cell-surface receptors, and release and / or synthesis of interleukins. Launch Date1978 |
|||
Palliative | BETAPAR Approved UseMeprednisone (16-β-methylprednisone) is a steroid anti-inflammatory with poor mineralocorticoid action due to the methylation of prednisone at the carbon 16 level. Corticosteroids have anti-inflammatory and immunosuppressive activity. The mechanism of anti-inflammatory action is due to the decrease of the tissue response to the inflammatory processes, without modifying the underlying causes. Steroids diffuse through the cell membrane and bind to specific cytoplasmic receptors. Then, this complex enters the nucleus, where it binds to other transcriptional factors and to DNA producing induction and repression of genes that lead to its anti-inflammatory, immunosuppressive and mild mineralocorticoid effect. Other effects are: suppression of pituitary corticotropin production leading to secondary adrenal insufficiency, decreased absorption and increased calcium excretion, increased surfactant factor production in type 2 pneumocytes, protein catabolism in lymphoid, muscle, Connective tissue and skin, hepatic gluconeogenesis with decreased peripheral glucose utilization, decreased formation and increased bone resorption. The mechanism by which corticosteroids decrease immunity involves inhibition of cell-mediated immune reactions, reduction of T lymphocyte, monocyte and eosinophil concentration, decreased binding of immunoglobulins to cell-surface receptors, and release and / or synthesis of interleukins. Launch Date1978 |
|||
Palliative | BETAPAR Approved UseMeprednisone (16-β-methylprednisone) is a steroid anti-inflammatory with poor mineralocorticoid action due to the methylation of prednisone at the carbon 16 level. Corticosteroids have anti-inflammatory and immunosuppressive activity. The mechanism of anti-inflammatory action is due to the decrease of the tissue response to the inflammatory processes, without modifying the underlying causes. Steroids diffuse through the cell membrane and bind to specific cytoplasmic receptors. Then, this complex enters the nucleus, where it binds to other transcriptional factors and to DNA producing induction and repression of genes that lead to its anti-inflammatory, immunosuppressive and mild mineralocorticoid effect. Other effects are: suppression of pituitary corticotropin production leading to secondary adrenal insufficiency, decreased absorption and increased calcium excretion, increased surfactant factor production in type 2 pneumocytes, protein catabolism in lymphoid, muscle, Connective tissue and skin, hepatic gluconeogenesis with decreased peripheral glucose utilization, decreased formation and increased bone resorption. The mechanism by which corticosteroids decrease immunity involves inhibition of cell-mediated immune reactions, reduction of T lymphocyte, monocyte and eosinophil concentration, decreased binding of immunoglobulins to cell-surface receptors, and release and / or synthesis of interleukins. Launch Date1978 |
Doses
Dose | Population | Adverse events |
---|---|---|
5 mg 1 times / day multiple, oral Recommended Dose: 5 mg, 1 times / day Route: oral Route: multiple Dose: 5 mg, 1 times / day Sources: Page: p.142 |
unhealthy, 16-31 n = 12 Health Status: unhealthy Condition: Hyperandrogenism Age Group: 16-31 Sex: F Population Size: 12 Sources: Page: p.142 |
|
40 mg 2 times / day multiple, oral Studied dose Dose: 40 mg, 2 times / day Route: oral Route: multiple Dose: 40 mg, 2 times / day Sources: Page: p.2 |
unhealthy, 71 n = 1 Health Status: unhealthy Condition: Lupus nephropathy Age Group: 71 Sex: F Population Size: 1 Sources: Page: p.2 |
Other AEs: Osteoporosis... |
AEs
AE | Significance | Dose | Population |
---|---|---|---|
Osteoporosis | 40 mg 2 times / day multiple, oral Studied dose Dose: 40 mg, 2 times / day Route: oral Route: multiple Dose: 40 mg, 2 times / day Sources: Page: p.2 |
unhealthy, 71 n = 1 Health Status: unhealthy Condition: Lupus nephropathy Age Group: 71 Sex: F Population Size: 1 Sources: Page: p.2 |
Overview
CYP3A4 | CYP2C9 | CYP2D6 | hERG |
---|---|---|---|
OverviewOther
Other Inhibitor | Other Substrate | Other Inducer |
---|---|---|
Drug as perpetrator
Target | Modality | Activity | Metabolite | Clinical evidence |
---|---|---|---|---|
Sources: https://go.drugbank.com/drugs/DB09383 |
yes | |||
Sources: https://go.drugbank.com/drugs/DB09383 |
yes |
Drug as victim
Target | Modality | Activity | Metabolite | Clinical evidence |
---|---|---|---|---|
Sources: https://go.drugbank.com/drugs/DB09383 |
yes |
Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 15 15:07:18 GMT 2023
by
admin
on
Fri Dec 15 15:07:18 GMT 2023
|
Record UNII |
67U96J8P35
|
Record Status |
Validated (UNII)
|
Record Version |
|
-
Download
Name | Type | Language | ||
---|---|---|---|---|
|
Official Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Brand Name | English | ||
|
Code | English | ||
|
Code | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Systematic Name | English | ||
|
Common Name | English | ||
|
Systematic Name | English | ||
|
Code | English | ||
|
Common Name | English |
Classification Tree | Code System | Code | ||
---|---|---|---|---|
|
WHO-VATC |
QH02AB15
Created by
admin on Fri Dec 15 15:07:18 GMT 2023 , Edited by admin on Fri Dec 15 15:07:18 GMT 2023
|
||
|
WHO-ATC |
H02AB15
Created by
admin on Fri Dec 15 15:07:18 GMT 2023 , Edited by admin on Fri Dec 15 15:07:18 GMT 2023
|
||
|
NCI_THESAURUS |
C521
Created by
admin on Fri Dec 15 15:07:18 GMT 2023 , Edited by admin on Fri Dec 15 15:07:18 GMT 2023
|
Code System | Code | Type | Description | ||
---|---|---|---|---|---|
|
SUB08756MIG
Created by
admin on Fri Dec 15 15:07:18 GMT 2023 , Edited by admin on Fri Dec 15 15:07:18 GMT 2023
|
PRIMARY | |||
|
29523
Created by
admin on Fri Dec 15 15:07:18 GMT 2023 , Edited by admin on Fri Dec 15 15:07:18 GMT 2023
|
PRIMARY | RxNorm | ||
|
100000081480
Created by
admin on Fri Dec 15 15:07:18 GMT 2023 , Edited by admin on Fri Dec 15 15:07:18 GMT 2023
|
PRIMARY | |||
|
DB09383
Created by
admin on Fri Dec 15 15:07:18 GMT 2023 , Edited by admin on Fri Dec 15 15:07:18 GMT 2023
|
PRIMARY | |||
|
527579
Created by
admin on Fri Dec 15 15:07:18 GMT 2023 , Edited by admin on Fri Dec 15 15:07:18 GMT 2023
|
PRIMARY | |||
|
CHEMBL1201148
Created by
admin on Fri Dec 15 15:07:18 GMT 2023 , Edited by admin on Fri Dec 15 15:07:18 GMT 2023
|
PRIMARY | |||
|
C008352
Created by
admin on Fri Dec 15 15:07:18 GMT 2023 , Edited by admin on Fri Dec 15 15:07:18 GMT 2023
|
PRIMARY | |||
|
MEPREDNISONE
Created by
admin on Fri Dec 15 15:07:18 GMT 2023 , Edited by admin on Fri Dec 15 15:07:18 GMT 2023
|
PRIMARY | |||
|
m7198
Created by
admin on Fri Dec 15 15:07:18 GMT 2023 , Edited by admin on Fri Dec 15 15:07:18 GMT 2023
|
PRIMARY | Merck Index | ||
|
C66096
Created by
admin on Fri Dec 15 15:07:18 GMT 2023 , Edited by admin on Fri Dec 15 15:07:18 GMT 2023
|
PRIMARY | |||
|
DTXSID8023260
Created by
admin on Fri Dec 15 15:07:18 GMT 2023 , Edited by admin on Fri Dec 15 15:07:18 GMT 2023
|
PRIMARY | |||
|
67U96J8P35
Created by
admin on Fri Dec 15 15:07:18 GMT 2023 , Edited by admin on Fri Dec 15 15:07:18 GMT 2023
|
PRIMARY | |||
|
5284587
Created by
admin on Fri Dec 15 15:07:18 GMT 2023 , Edited by admin on Fri Dec 15 15:07:18 GMT 2023
|
PRIMARY | |||
|
1702
Created by
admin on Fri Dec 15 15:07:18 GMT 2023 , Edited by admin on Fri Dec 15 15:07:18 GMT 2023
|
PRIMARY | |||
|
1247-42-3
Created by
admin on Fri Dec 15 15:07:18 GMT 2023 , Edited by admin on Fri Dec 15 15:07:18 GMT 2023
|
PRIMARY | |||
|
1967
Created by
admin on Fri Dec 15 15:07:18 GMT 2023 , Edited by admin on Fri Dec 15 15:07:18 GMT 2023
|
PRIMARY | |||
|
214-996-1
Created by
admin on Fri Dec 15 15:07:18 GMT 2023 , Edited by admin on Fri Dec 15 15:07:18 GMT 2023
|
PRIMARY | |||
|
1388005
Created by
admin on Fri Dec 15 15:07:18 GMT 2023 , Edited by admin on Fri Dec 15 15:07:18 GMT 2023
|
PRIMARY |
Related Record | Type | Details | ||
---|---|---|---|---|
|
ACTIVE MOIETY |