Details
Stereochemistry | ACHIRAL |
Molecular Formula | C19H19ClN2 |
Molecular Weight | 310.821 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
ClC1=CC=C2C(CCC3=C(N=CC=C3)C2=C4CCNCC4)=C1
InChI
InChIKey=JAUOIFJMECXRGI-UHFFFAOYSA-N
InChI=1S/C19H19ClN2/c20-16-5-6-17-15(12-16)4-3-14-2-1-9-22-19(14)18(17)13-7-10-21-11-8-13/h1-2,5-6,9,12,21H,3-4,7-8,10-11H2
Molecular Formula | C19H19ClN2 |
Molecular Weight | 310.821 |
Charge | 0 |
Count |
|
Stereochemistry | ACHIRAL |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Optical Activity | NONE |
DescriptionSources: https://www.ncbi.nlm.nih.gov/pubmed/11243504Curator's Comment: description was created based on several sources, including http://www.accessdata.fda.gov/drugsatfda_docs/label/2014/021165s017,021300s014,021312s015,021563s003lbl.pdf
Sources: https://www.ncbi.nlm.nih.gov/pubmed/11243504
Curator's Comment: description was created based on several sources, including http://www.accessdata.fda.gov/drugsatfda_docs/label/2014/021165s017,021300s014,021312s015,021563s003lbl.pdf
Desloratadine is an active, descarboethoxy metabolite of loratadine. It acts by selective inhibition of H1 histamine receptor and thus provides relief to patients with allergic rhinitis and chronic idiopathic urticaria. Desloratadine was approved by FDA and it is currently marketed under the name Clarinex (among the others).
CNS Activity
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
Target ID: CHEMBL231 |
0.87 nM [Ki] |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
---|---|---|---|---|
Palliative | CLARINEX Approved UseDesloratadine Tablets are indicated for: Seasonal Allergic Rhinitis, Perennial Allergic Rhinitis, Chronic Idiopathic Urticaria. Launch Date2001 |
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Palliative | CLARINEX Approved UseDesloratadine Tablets are indicated for: Seasonal Allergic Rhinitis, Perennial Allergic Rhinitis, Chronic Idiopathic Urticaria. Launch Date2001 |
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Palliative | CLARINEX Approved UseDesloratadine Tablets are indicated for: Seasonal Allergic Rhinitis, Perennial Allergic Rhinitis, Chronic Idiopathic Urticaria. Launch Date2001 |
Cmax
Value | Dose | Co-administered | Analyte | Population |
---|---|---|---|---|
4 ng/mL |
5 mg 1 times / day steady-state, oral dose: 5 mg route of administration: Oral experiment type: STEADY-STATE co-administered: |
DESLORATADINE plasma | Homo sapiens population: HEALTHY age: ADULT sex: UNKNOWN food status: UNKNOWN |
AUC
Value | Dose | Co-administered | Analyte | Population |
---|---|---|---|---|
56.9 ng × h/mL |
5 mg 1 times / day steady-state, oral dose: 5 mg route of administration: Oral experiment type: STEADY-STATE co-administered: |
DESLORATADINE plasma | Homo sapiens population: HEALTHY age: ADULT sex: UNKNOWN food status: UNKNOWN |
T1/2
Value | Dose | Co-administered | Analyte | Population |
---|---|---|---|---|
27 h |
5 mg 1 times / day steady-state, oral dose: 5 mg route of administration: Oral experiment type: STEADY-STATE co-administered: |
DESLORATADINE plasma | Homo sapiens population: HEALTHY age: ADULT sex: UNKNOWN food status: UNKNOWN |
Funbound
Value | Dose | Co-administered | Analyte | Population |
---|---|---|---|---|
84.5% |
5 mg 1 times / day steady-state, oral dose: 5 mg route of administration: Oral experiment type: STEADY-STATE co-administered: |
DESLORATADINE plasma | Homo sapiens population: HEALTHY age: ADULT sex: UNKNOWN food status: UNKNOWN |
Doses
Dose | Population | Adverse events |
---|---|---|
1.25 mg 1 times / day steady, oral Dose: 1.25 mg, 1 times / day Route: oral Route: steady Dose: 1.25 mg, 1 times / day Sources: |
unhealthy, 2-11 years Health Status: unhealthy Age Group: 2-11 years Sex: M+F Sources: |
Disc. AE: Somnolence, Abdominal pain... AEs leading to discontinuation/dose reduction: Somnolence (1 patient) Sources: Abdominal pain (1 patient) |
45 mg 1 times / day multiple, oral Highest studied dose Dose: 45 mg, 1 times / day Route: oral Route: multiple Dose: 45 mg, 1 times / day Sources: |
healthy, adult Health Status: healthy Age Group: adult Sex: M+F Sources: |
AEs
AE | Significance | Dose | Population |
---|---|---|---|
Abdominal pain | 1 patient Disc. AE |
1.25 mg 1 times / day steady, oral Dose: 1.25 mg, 1 times / day Route: oral Route: steady Dose: 1.25 mg, 1 times / day Sources: |
unhealthy, 2-11 years Health Status: unhealthy Age Group: 2-11 years Sex: M+F Sources: |
Somnolence | 1 patient Disc. AE |
1.25 mg 1 times / day steady, oral Dose: 1.25 mg, 1 times / day Route: oral Route: steady Dose: 1.25 mg, 1 times / day Sources: |
unhealthy, 2-11 years Health Status: unhealthy Age Group: 2-11 years Sex: M+F Sources: |
Overview
CYP3A4 | CYP2C9 | CYP2D6 | hERG |
---|---|---|---|
OverviewOther
Drug as perpetrator
Drug as victim
Target | Modality | Activity | Metabolite | Clinical evidence |
---|---|---|---|---|
likely | ||||
likely | ||||
likely | ||||
likely | no (pharmacogenomic study) Comment: pharmacogenotype 2C19 does not correlate with systemic exposure Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2001/21-165_Clarinex_biopharmr_P1.pdf#page=19 Page: 19.0 |
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likely | no (pharmacogenomic study) Comment: lack of correlation in between 2D6 genotype and 3-OH DCL formation Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2001/21-165_Clarinex_biopharmr_P1.pdf#page=10 Page: 10.0 |
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likely | weak (co-administration study) Comment: Coadministration of ketonconazole, mean drug Cmax and AUC0-24 values at steady state were increased by 29-45% and 21-39%, respectively; Coadministration with erythromycin, mean drug Cmax and AUC 0-24 at steady state were increased by 24% and 14%, respectively. Page: 10.0 |
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Sources: https://dmd.aspetjournals.org/content/43/9/1294 Page: 1.0 |
yes | |||
yes | weak (co-administration study) Comment: Coadministration of ketonconazole, mean drug Cmax and AUC0-24 values at steady state were increased by 29-45% and 21-39%, respectively; Coadministration with erythromycin, mean drug Cmax and AUC 0-24 at steady state were increased by 24% and 14%, respectively. |
Tox targets
Target | Modality | Activity | Metabolite | Clinical evidence |
---|---|---|---|---|
PubMed
Title | Date | PubMed |
---|---|---|
Sedation with "non-sedating" antihistamines: four prescription-event monitoring studies in general practice. | 2000 Apr 29 |
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[The effect of second generation histamine antagonists on the heart]. | 2001 |
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Desloratadine: a new approach in the treatment of allergy as a systematic disease--pharmacology and clinical overview. Introduction. | 2001 |
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Decongestant efficacy of desloratadine in patients with seasonal allergic rhinitis. | 2001 |
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Pharmacology and clinical efficacy of desloratadine as an anti-allergic and anti-inflammatory drug. | 2001 Mar |
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Mediator antagonists in the treatment of allergic disease. | 2001 Sep-Oct |
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Poor sleep and daytime somnolence in allergic rhinitis: significance of nasal congestion. | 2002 |
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Lack of clinically relevant interaction between desloratadine and erythromycin. | 2002 |
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Effect of race and sex on single and multiple dose pharmacokinetics of desloratadine. | 2002 |
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A pharmacokinetic profile of desloratadine in healthy adults, including elderly. | 2002 |
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Grapefruit juice reduces the oral bioavailability of fexofenadine but not desloratadine. | 2002 |
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Biochemical characterization of desloratadine, a potent antagonist of the human histamine H(1) receptor. | 2002 Aug 9 |
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The new antihistamines--desloratadine and levocetirizine: a review. | 2002 Dec |
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Are antihistamines useful in managing asthma? | 2002 Feb |
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Gateways to clinical trials. | 2002 May |
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Clinical pharmacology of H1-antihistamines in the skin. | 2002 Nov |
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Desloratadine reduces allergen challenge-induced mucinous secretion and plasma exudation in allergic rhinitis. | 2002 Oct |
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Efficacy of azelastine nasal spray in patients with an unsatisfactory response to loratadine. | 2003 Aug |
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Studies on performance and sleepiness with the H1-antihistamine, desloratadine. | 2003 Aug |
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Desloratadine: a nonsedating antihistamine. | 2003 Feb |
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Comparison of ketotifen fumarate ophthalmic solution alone, desloratadine alone, and their combination for inhibition of the signs and symptoms of seasonal allergic rhinoconjunctivitis in the conjunctival allergen challenge model: a double-masked, placebo- and active-controlled trial. | 2003 Jul |
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Effects of mediator antagonism on mannitol and adenosine monophosphate challenges. | 2003 Jun |
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P-glycoprotein limits the brain penetration of nonsedating but not sedating H1-antagonists. | 2003 Mar |
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Efficacy and safety profile of fexofenadine HCl: a unique therapeutic option in H1-receptor antagonist treatment. | 2003 Oct |
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Reliable and specific high-performance liquid chromatographic method for simultaneous determination of loratadine and its metabolite in human plasma. | 2003 Oct 25 |
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Improvements in simulated real-world relevant performance for patients with seasonal allergic rhinitis: impact of desloratadine. | 2004 Apr |
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High-performance liquid chromatographic method for the bioequivalence evaluation of desloratadine fumarate tablets in dogs. | 2004 Mar 10 |
Patents
Sample Use Guides
Adults and Adolescents 12 Years of Age and Over:
take 5 mg tablet once daily. Children 6 to Years of Age: take 2.5 mg tablet once daily. Children 12 Months to 5 Years of Age: take 1.25 mg tablet once daily. Children 6 to 11 Months of Age: 1 mg tablet once daily.
Route of Administration:
Oral
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/7677235
Nasal epithelial cells (activated by 1 uM of histamine) were treated with 10 uM of desloratadine and the inhibitory activity of the drug on expression of ICAM-1 and HLA-DR was studied.
Substance Class |
Chemical
Created
by
admin
on
Edited
Wed Apr 02 06:53:05 GMT 2025
by
admin
on
Wed Apr 02 06:53:05 GMT 2025
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Record UNII |
FVF865388R
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Record Status |
Validated (UNII)
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Record Version |
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Classification Tree | Code System | Code | ||
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EMA ASSESSMENT REPORTS |
DESLORATADINE TEVA (AUTHORIZED: RHINITIS, ALLERGIC, SEASONAL)
Created by
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LIVERTOX |
NBK548831
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WHO-VATC |
QR06AX27
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EMA ASSESSMENT REPORTS |
OPULIS (WITHDRAWN: RHINITIS, URTICARIA)
Created by
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NCI_THESAURUS |
C29578
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NDF-RT |
N0000175587
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EMA ASSESSMENT REPORTS |
ALLEX(WITHDRAWN: RHINITIS, ALLERGIC, SEASONAL)
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EMA ASSESSMENT REPORTS |
DASSELTA (AUTHORIZED: RHINITIS, ALLERGIC, SEASONAL)
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EMA ASSESSMENT REPORTS |
DESLORATADINE RATIOPHARM (AUTHORIZED: RHINITIS, ALLERGIC, SEASONAL)
Created by
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EMA ASSESSMENT REPORTS |
DESLORATADINE ACTAVIS (AUTHORIZED: RHINITIS, URTICARIA)
Created by
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EMA ASSESSMENT REPORTS |
AZOMYR (AUTHORIZED: RHINITIS, ALLERGIC, SEASONAL)
Created by
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WHO-ATC |
R06AX27
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EMA ASSESSMENT REPORTS |
AERINAZE (AUTHORIZED: RHINITIS)
Created by
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EMA ASSESSMENT REPORTS |
AERIUS(AUTHORIZED: RHINITIS, ALLERGIC, SEASONAL)
Created by
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EMA ASSESSMENT REPORTS |
NEOCLARITYN (AUTHORIZED: RHINITIS, URTICARIA)
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NDF-RT |
N0000000190
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CHEMBL1172
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DB00967
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1370280
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ALTERNATIVE | |||
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C121345
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291342
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7817
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275635
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PRIMARY | RxNorm | ||
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100000089395
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DTXSID1044196
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Desloratadine
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C47474
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759824
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124087
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KK-46
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814
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FVF865388R
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FVF865388R
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Desloratadine
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1173042
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m4193
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SUB01596MIG
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100643-71-8
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Related Record | Type | Details | ||
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METABOLIC ENZYME -> SUBSTRATE |
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METABOLIC ENZYME -> SUBSTRATE |
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TRANSPORTER -> INHIBITOR |
Ki
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METABOLIC ENZYME -> NON-INHIBITOR |
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METABOLIC ENZYME -> NON-INHIBITOR |
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BINDER->LIGAND |
BINDING
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TARGET -> INHIBITOR |
Desloratadine bound to membranes expressing the recombinant human histamine H1 receptor in Chinese hamster ovary cells (CHO-H1).
Kd
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BINDER->LIGAND |
BINDING
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METABOLIC ENZYME -> NON-INHIBITOR |
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METABOLIC ENZYME -> SUBSTRATE |
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METABOLIC ENZYME -> INHIBITOR |
WEAK
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METABOLIC ENZYME -> SUBSTRATE |
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METABOLIC ENZYME -> SUBSTRATE |
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SALT/SOLVATE -> PARENT |
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METABOLIC ENZYME -> INHIBITOR |
WEAK
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TARGET -> INHIBITOR |
Kd
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METABOLIC ENZYME -> SUBSTRATE |
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SALT/SOLVATE -> PARENT |
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METABOLIC ENZYME -> SUBSTRATE |
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TRANSPORTER -> INHIBITOR | |||
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METABOLIC ENZYME -> INHIBITOR |
WEAK
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METABOLIC ENZYME -> SUBSTRATE |
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METABOLIC ENZYME -> NON-INHIBITOR |
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Related Record | Type | Details | ||
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METABOLITE -> PARENT |
IN VITRO
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METABOLITE -> PARENT |
IN VITRO
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PARENT -> METABOLITE ACTIVE |
MAJOR
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METABOLITE -> PARENT |
IN VITRO
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Related Record | Type | Details | ||
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IMPURITY -> PARENT |
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
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IMPURITY -> PARENT |
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IMPURITY -> PARENT |
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
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IMPURITY -> PARENT |
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
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IMPURITY -> PARENT |
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
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IMPURITY -> PARENT |
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
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PARENT -> IMPURITY |
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
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PARENT -> IMPURITY |
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
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IMPURITY -> PARENT |
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IMPURITY -> PARENT |
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
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PARENT -> IMPURITY |
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
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Related Record | Type | Details | ||
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ACTIVE MOIETY |
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Name | Property Type | Amount | Referenced Substance | Defining | Parameters | References |
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Tmax | PHARMACOKINETIC |
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DOSE |
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Biological Half-life | PHARMACOKINETIC |
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