Global Information Lookup Global Information

Danazol information


Danazol
Clinical data
Trade namesDanatrol, Danocrine, Danol, Danoval, others
Other namesWIN-17757; 2,3-Isoxazolethisterone; 2,3-Isoxazol-17α-ethynyltestosterone; 17α-Ethynyl-17β-hydroxyandrost-4-en-[2,3-d]isoxazole
AHFS/Drugs.comMonograph
MedlinePlusa682599
Pregnancy
category
  • AU: D
Routes of
administration
By mouth
Drug classAndrogen; Anabolic steroid; Progestogen; Progestin; Antigonadotropin; Steroidogenesis inhibitor; Antiestrogen
ATC code
  • G03XA01 (WHO)
Legal status
Legal status
  • AU: S4 (Prescription only)
  • CA: ℞-only
  • UK: POM (Prescription only)
  • US: WARNING[1]Rx-only
Pharmacokinetic data
BioavailabilitySaturable with dosage, higher with food intake[2]
Protein bindingTo albumin, SHBGTooltip sex hormone-binding globulin, CBGTooltip corticosteroid-binding globulin[3][4][5]
MetabolismLiver (CYP3A4)[9][6]
Metabolites2-OHM-Ethisterone[6]
• Ethisterone[7][8]
Elimination half-lifeAcute: 3–10 hours[9][2]
Chronic: 24–26 hours[9]
ExcretionUrine, feces[9][2]
Identifiers
IUPAC name
  • (1S,2R,13R,14S,17R,18S)-17-ethynyl-2,18-dimethyl-7-oxa-6-azapentacyclo[11.7.0.02,10.04,8.014,18]icosa-4(8),5,9-trien-17-ol
CAS Number
  • 17230-88-5 checkY
PubChem CID
  • 28417
IUPHAR/BPS
  • 6942
DrugBank
  • DB01406 checkY
ChemSpider
  • 26436 checkY
UNII
  • N29QWW3BUO
KEGG
  • D00289 checkY
ChEBI
  • CHEBI:4315 checkY
ChEMBL
  • ChEMBL1479 checkY
CompTox Dashboard (EPA)
  • DTXSID2022880 Edit this at Wikidata
ECHA InfoCard100.037.503 Edit this at Wikidata
Chemical and physical data
FormulaC22H27NO2
Molar mass337.463 g·mol−1
3D model (JSmol)
  • Interactive image
SMILES
  • C#C[C@]1(O)CC[C@H]2[C@@H]3CCC4=Cc5oncc5C[C@]4(C)[C@H]3CC[C@@]21C
InChI
  • InChI=1S/C22H27NO2/c1-4-22(24)10-8-18-16-6-5-15-11-19-14(13-23-25-19)12-20(15,2)17(16)7-9-21(18,22)3/h1,11,13,16-18,24H,5-10,12H2,2-3H3/t16-,17+,18+,20+,21+,22+/m1/s1 checkY
  • Key:POZRVZJJTULAOH-LHZXLZLDSA-N checkY
  (verify)

Danazol, sold as Danocrine and other brand names, is a medication used in the treatment of endometriosis, fibrocystic breast disease, hereditary angioedema and other conditions.[9][2][10][11][12] It is taken by mouth.[2]

The use of danazol is limited by masculinizing side effects such as acne, excessive hair growth, and voice deepening.[2][13] Danazol has a complex mechanism of action, and is characterized as a weak androgen and anabolic steroid, a weak progestogen, a weak antigonadotropin, a weak steroidogenesis inhibitor, and a functional antiestrogen.[5][14][15][16]

Danazol was discovered in 1963 and was introduced for medical use in 1971.[14][17][18][19] Due to their improved side-effect profiles, particularly their lack of masculinizing side effects, danazol has largely been replaced by gonadotropin-releasing hormone analogues (GnRH analogues) in the treatment of endometriosis.[4]

  1. ^ "FDA-sourced list of all drugs with black box warnings (Use Download Full Results and View Query links.)". nctr-crs.fda.gov. FDA. Retrieved 22 Oct 2023.
  2. ^ a b c d e f "Danocrine Brand of Danazol Capsules, USP" (PDF). Sanofi-Aventis U.S. LLC. U.S. Food and Drug Administration.
  3. ^ Griffin JP, D'Arcy PF (17 November 1997). A Manual of Adverse Drug Interactions. Elsevier. pp. 194–. ISBN 978-0-08-052583-9.
  4. ^ a b Nieschlag E, Behre HM, Nieschlag S (13 January 2010). Andrology: Male Reproductive Health and Dysfunction. Springer Science & Business Media. pp. 426–428. ISBN 978-3-540-78355-8.
  5. ^ a b Cite error: The named reference ThomasRock2012 was invoked but never defined (see the help page).
  6. ^ a b Cite error: The named reference LemkeWilliams2012 was invoked but never defined (see the help page).
  7. ^ Cite error: The named reference Dörwald2013 was invoked but never defined (see the help page).
  8. ^ Cite error: The named reference Kurman2013 was invoked but never defined (see the help page).
  9. ^ a b c d e Brayfield A, ed. (30 October 2013). "Danazol". Martindale: The Complete Drug Reference. Pharmaceutical Press. Retrieved 1 April 2014.
  10. ^ Elks J (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. pp. 345–. ISBN 978-1-4757-2085-3.
  11. ^ Index Nominum 2000: International Drug Directory. Taylor & Francis. January 2000. pp. 293–. ISBN 978-3-88763-075-1.
  12. ^ Morton IK, Hall JM (6 December 2012). Concise Dictionary of Pharmacological Agents: Properties and Synonyms. Springer Science & Business Media. pp. 91–. ISBN 978-94-011-4439-1.
  13. ^ Selak V, Farquhar C, Prentice A, Singla A (October 2007). Farquhar C (ed.). "Danazol for pelvic pain associated with endometriosis". The Cochrane Database of Systematic Reviews (4): CD000068. doi:10.1002/14651858.CD000068.pub2. hdl:2292/28213. PMID 17943735.
  14. ^ a b Cite error: The named reference JonesRock2015 was invoked but never defined (see the help page).
  15. ^ Cite error: The named reference Lupulescu1990 was invoked but never defined (see the help page).
  16. ^ Cite error: The named reference AltchekDeligdisch2003 was invoked but never defined (see the help page).
  17. ^ Cite error: The named reference NeumannPotts1979 was invoked but never defined (see the help page).
  18. ^ Cite error: The named reference EliasGwinup1983 was invoked but never defined (see the help page).
  19. ^ Cite error: The named reference Dmowski1971 was invoked but never defined (see the help page).

and 27 Related for: Danazol information

Request time (Page generated in 0.5781 seconds.)

Danazol

Last Update:

Danazol, sold as Danocrine and other brand names, is a medication used in the treatment of endometriosis, fibrocystic breast disease, hereditary angioedema...

Word Count : 3954

Cholinergic urticaria

Last Update:

treating CU. Treatment(s) with mixed success: omalizumab (anti-IgE therapy), danazol (synthetic androgen), propranolol (beta blocker), zileuton (antileukotriene)...

Word Count : 1690

Breast pain

Last Update:

well fitting bra may also help. In those with severe pain tamoxifen or danazol may be used. About 70% of women have breast pain at some point in time...

Word Count : 1235

Evans syndrome

Last Update:

immunosuppressive drugs (e.g. ciclosporin, mycophenolate mofetil, vincristine and danazol) are subsequently used, or combinations of these. The off-label use of...

Word Count : 1830

Endometrioma

Last Update:

accomplished with progestational agents (i.e., medroxyprogesterone acetate), danazol, gestrinone, or gonadotropin-releasing hormone agonists (GnRH), as well...

Word Count : 1110

Endometriosis

Last Update:

placebo, but were not more effective than danazol or intrauterine progestogen, and had more side effects than danazol. A 2018 Swedish systematic review found...

Word Count : 16131

Antigonadotropin

Last Update:

feedback on the HPG axis), as well as steroid synthesis inhibitors such as danazol and gestrinone. Since progestins have relatively little effect on sexual...

Word Count : 794

Robert Benjamin Greenblatt

Last Update:

(1979). Danazol Treatment of Endometriosis: Long-term Follow Up. Fertility and Sterility, 32, 518-520. Greenblatt, R., & Ben-Nunn, I. (1980). Danazol in the...

Word Count : 765

Gliclazide

Last Update:

1%): cystitis weight gain Vomiting Hyperglycemic action may be caused by danazol, chlorpromazine, glucocorticoids, progestogens, or β-2 agonists. Its hypoglycemic...

Word Count : 1454

Aquagenic urticaria

Last Update:

Wong E, Eftekhari N, Greaves MW, Ward AM (1987). "Beneficial effects of danazol on symptoms and laboratory changes in cholinergic urticaria". The British...

Word Count : 1543

Fibrocystic breast changes

Last Update:

using a well fitting bra, and pain medication, if needed. Occasionally danazol or tamoxifen may be used for pain. It is estimated that up to 60% of women...

Word Count : 2573

Gestrinone

Last Update:

treatment of endometriosis. It is described as similar in action and effect to danazol, which is also used in the treatment of endometriosis, but is reported...

Word Count : 2262

Angioedema

Last Update:

Future attacks of HAE can be prevented by the use of androgens such as danazol, oxandrolone or methyltestosterone. These agents increase the level of...

Word Count : 2973

Pregnane

Last Update:

Pregnadienes have two double bonds. Examples include: Cyproterone acetate Danazol Fluocinonide 5β-Pregnane Pregnanedione Pregnanediol 19-Norpregnane Androstane...

Word Count : 207

Luteolysis

Last Update:

produce progesterone and keep levels of progesterone high during pregnancy. Danazol was described as a luteolytic agent. Cloprostenol is another example of...

Word Count : 675

Trenbolone

Last Update:

Norvinisterone (vinylnortestosterone) 17α-Ethynyltestosterone derivatives: Danazol Gestrinone Progestins (e.g., ethisterone (ethynyltestosterone), levonorgestrel...

Word Count : 1331

Testosterone

Last Update:

Norvinisterone (vinylnortestosterone) 17α-Ethynyltestosterone derivatives: Danazol Gestrinone Progestins (e.g., ethisterone (ethynyltestosterone), levonorgestrel...

Word Count : 15672

Prednisone

Last Update:

Bromoketoprogesterone Chlormadinone acetate Cyproterone Cyproterone acetate Danazol Delmadinone acetate Desogestrel DU-41165 Etonogestrel Flugestone Flugestone...

Word Count : 2716

Triamcinolone acetonide

Last Update:

Bromoketoprogesterone Chlormadinone acetate Cyproterone Cyproterone acetate Danazol Delmadinone acetate Desogestrel DU-41165 Etonogestrel Flugestone Flugestone...

Word Count : 1237

Momelotinib

Last Update:

Clinical trial number NCT04173494 for "A Study of Momelotinib Versus Danazol in Symptomatic and Anemic Myelofibrosis Patients (MOMENTUM)" at ClinicalTrials...

Word Count : 486

Ketoconazole

Last Update:

Norvinisterone (vinylnortestosterone) 17α-Ethynyltestosterone derivatives: Danazol Gestrinone Progestins (e.g., ethisterone (ethynyltestosterone), levonorgestrel...

Word Count : 4374

Luteinizing hormone

Last Update:

gestonorone caproate, medroxyprogesterone acetate, megestrol acetate) Others (mixed or unknown mechanism of action): Danazol Gestrinone Metallibure...

Word Count : 3474

Penicillamine

Last Update:

"Successful treatment of D-penicillamine-induced breast gigantism with danazol". British Medical Journal. 282 (6261): 362–363. doi:10.1136/bmj.282.6261...

Word Count : 1390

Corticosteroid

Last Update:

Bromoketoprogesterone Chlormadinone acetate Cyproterone Cyproterone acetate Danazol Delmadinone acetate Desogestrel DU-41165 Etonogestrel Flugestone Flugestone...

Word Count : 4133

Triamcinolone

Last Update:

Bromoketoprogesterone Chlormadinone acetate Cyproterone Cyproterone acetate Danazol Delmadinone acetate Desogestrel DU-41165 Etonogestrel Flugestone Flugestone...

Word Count : 1498

Isoxazole

Last Update:

isoxazole-derivative drug. Examples of AAS containing the isoxazole ring include danazol and androisoxazole. A number of pesticides are isoxazoles. Oxazole, an...

Word Count : 588

Anabolic steroid

Last Update:

General dosage ranges of anabolic steroids Medication Route Dosage range Danazol Oral 100–800 mg/day Drostanolone propionate Injection 100 mg 3 times/week...

Word Count : 21448

PDF Search Engine © AllGlobal.net