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Dutasteride

CHEBI:CHEBI_521033

Definition

An aza-steroid that is inasteride in which the tert-butyl group is replaced by a 2,5-bis(trifluoromethyl)phenyl group. A synthetic 4-azasteroid, dutasteride is a selective inhibitor of both the type 1 and type 2 isoforms of steroid 5alpha-reductase, an intracellular enzyme that converts testosterone to 5alpha-dihydrotestosterone. Dutasteride is used for the treatment of symptomatic benign prostatic hyperplasia in men with an enlarged prostate gland.

Chemical Information

Molecular Formula
C27H30F6N2O2
Molecular Mass
528.531
Charge
0
SMILES
C=1C(N[C@]2([C@@](C1)(C)[C@]3(CC[C@@]4([C@](CC[C@]4([C@]3([H])CC2)[H])(C(=O)NC5=CC(=CC=C5C(F)(F)F)C(F)(F)F)[H])C)[H])[H])=O
InChI
InChI=1S/C27H30F6N2O2/c1-24-11-9-17-15(4-8-21-25(17,2)12-10-22(36)35-21)16(24)6-7-19(24)23(37)34-20-13-14(26(28,29)30)3-5-18(20)27(31,32)33/h3,5,10,12-13,15-17,19,21H,4,6-9,11H2,1-2H3,(H,34,37)(H,35,36)/t15-,16-,17-,19+,21+,24-,25+/m0/s1
InChIKey
JWJOTENAMICLJG-QWBYCMEYSA-N

Alternative Names

  • (5alpha,17beta)-N-(2,5-bis(trifluoromethyl)phenyl)-3-oxo-4-azaandrost-1-ene-17-carboxamide
  • alpha,alpha,alpha,alpha',alpha',alpha'-hexafluoro-3-oxo-4-aza-5alpha-androst-1-ene-17beta-carboxy-2',5'-xylidide
  • N-[2,5-bis(trifluoromethyl)phenyl]-3-oxo-4-aza-5alpha-androst-1-ene-17beta-carboxamide

Drug Classification

Important Medical Information

⚕️ This information is sourced from ChEBI (Chemical Entities of Biological Interest) database and is intended for educational purposes only.

  • Always consult with a healthcare professional before starting, stopping, or modifying any medication.
  • Side effects may vary and this list may not be comprehensive.
  • Drug interactions may occur with other medications.

Additional Identifiers

core#notation
CHEBI:521033
DRON_00010000
228790
oboInOwl#hasDbXref
Wikipedia:Dutasteride

Additional References

Wikipedia:Dutasteride

🔍 Click on any linked disease name to learn more about the conditions this medication is used to treat, or explore related drug classifications for more information about similar medications.

Additional Attributes

marketing_category
EXPORT ONLY
listing_expiration_date
20241231
labeler_name
Waylis Therapeutics
marketing_start_date
20011120
product_type
HUMAN PRESCRIPTION DRUG
spl_id
a2d8fb54-19ab-e450-e053-2a95a90ab1e9
application_number
ANDA213300
core#notation
CHEBI:521033
rxcui
996101
active_ingredient_strength
25 kg/25kg
nui
N0000000126
pharm_class_epc
5-alpha Reductase Inhibitor [EPC]
pharm_class
alpha-Adrenergic Blocker [EPC]
pharm_class_moa
5-alpha Reductase Inhibitors [MoA]
active_ingredient_name
DUTASTERIDE
unii
O0J6XJN02I
spl_set_id
f95c3fff-1e15-4ab8-a839-6a65a5828dbb
manufacturer_name
NuCare Pharmaceuticals,Inc.
upc
0372865140901
22-rdf-syntax-ns#type
http://www.w3.org/2002/07/owl#Class
route
ORAL
package_ndc
59057-005-00
package_description
20 kg in 1 BOX (59057-005-00)
oboInOwl#hasOBONamespace
chebi_ontology
DRON_00010000
228790
oboInOwl#hasDbXref
Wikipedia:Dutasteride
oboInOwl#id
CHEBI:521033
generic_name
DUTASTERIDE and TAMSULOSIN HYDROCHLORIDE
brand_name
Jalyn
brand_name_base
Jalyn
dosage_form
CAPSULE, GELATIN COATED
product_ndc
59057-005
RO_0000087
http://purl.obolibrary.org/obo/CHEBI_50781
oboInOwl#inSubset
http://purl.obolibrary.org/obo/chebi#3_STAR
chebi#has_parent_hydride
http://purl.obolibrary.org/obo/CHEBI_28859
package_marketing_start_date
20-NOV-15
has_treatment
http://purl.obolibrary.org/obo/DOID_2989
owl#annotatedSource
t242279
owl#someValuesFrom
t1054121