Cortifen

Short description: Chemical compound

Cortifen

Clinical data
Other names| Cortiphen; Kortifen; Fencoron; 11-Deoxycortisol 21-(4-(bis(2-chloroethyl)amino)phenyl)acetate; 11-Desoxy-17α-hydroxy-21-[n-di-2(chlorethyl)aminophenyl acetate]corticosterone
Drug class| Cytostatic antineoplastic agent; Corticosteroid; Glucocorticoid
Identifiers

IUPAC name

* [2-[(8R,9S,10R,13S,14S,17R)-17-hydroxy-10,13-dimethyl-3-oxo-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-oxoethyl] 2-[4-[bis(2-chloroethyl)amino]phenyl]acetate

PubChem CID|

* 9873581

ChemSpider|

* 8049270

Chemical and physical data
Formula| C33H43Cl2NO5
Molar mass| 604.61 g·mol−1
3D model (JSmol)|

* Interactive image

SMILES

* C[C@]12CCC(=O)C=C1CC[C@@H]3[C@@H]2CC[C@]4([C@H]3CC[C@@]4(C(=O)COC(=O)CC5=CC=C(C=C5)N(CCCl)CCCl)O)C

InChI

* InChI=1S/C33H43Cl2NO5/c1-31-12-9-25(37)20-23(31)5-8-26-27(31)10-13-32(2)28(26)11-14-33(32,40)29(38)21-41-30(39)19-22-3-6-24(7-4-22)36(17-15-34)18-16-35/h3-4,6-7,20,26-28,40H,5,8-19,21H2,1-2H3/t26-,27+,28+,31+,32+,33+/m1/s1

* Key:PHIDEGNDCDIEQX-LNPWAVATSA-N

Cortifen, also known as cortiphen or kortifen, as well as fencoron, is a synthetic glucocorticoid corticosteroid and cytostatic antineoplastic agent which was developed in Russia for potential treatment of tumors.[1][2][3] It is a hydrophobic chlorphenacyl nitrogen mustard ester of 11-deoxycortisol (cortodoxone).[1][2][3][4]

## See also

* List of hormonal cytostatic antineoplastic agents
* List of corticosteroid esters

## References

1. ↑ 1.0 1.1 "[Experimental study of the antitumor properties and mechanism of action of kortifen]" (in ru). Voprosy Onkologii 35 (4): 450–456. 1989. PMID 2728387.
2. ↑ 2.0 2.1 "Biopharmaceutical investigation of a new medicinal form of the antitumor drug cortifen". Pharmaceutical Chemistry Journal 33 (10): 540–542. 1999. doi:10.1007/BF02508377. ISSN 0091-150X.
3. ↑ 3.0 3.1 "Dependence of antitumor effect of hormonal cytostatic cortifen on expression of glucocorticoid receptors in brain tumor cells". Bulletin of Experimental Biology and Medicine 127 (3): 299–300. 1999. doi:10.1007/BF02433363. ISSN 0007-4888.
4. ↑ "[Pharmacological aspects in the development of liposomal medicinal preparations for the internal injection of hydrophobic cytostatics]" (in ru). Vestnik Rossiiskoi Akademii Meditsinskikh Nauk (1): 42–45. 2002. PMID 11882971.

* v
* t
* e

Glucocorticoid receptor modulators

GR|

| Agonists|

* Cortisol-like and related (16-unsubstituted): 3α,5α-Tetrahydrocorticosterone
* 5α-Dihydrocorticosterone
* 9α-Fluorocortisone (alfluorone)
* 11-Dehydrocorticosterone (11-oxocorticosterone, 17-deoxycortisone)
* 11-Dehydrocorticosterone acetate
* 11-Deoxycorticosterone (desoxycortone, deoxycortone, desoxycorticosterone)
* Desoxycortone esters
* 11-Deoxycortisol (cortodoxone, cortexolone)
* Cortifen (cortiphen, kortifen)
* Cortodoxone acetate
* 21-Deoxycortisol
* Δ7-Prednisolone
* Δ7-Prednisolone 21-acetate
* Amebucort
* Chloroprednisone
* Chloroprednisone acetate
* Cloprednol
* Cloprednol acetate
* Corticosterone
* Corticosterone acetate
* Corticosterone benzoate
* Cortisol (hydrocortisone)
* Benzodrocortisone (hydrocortisone benzoate)
* Hydrocortamate (hydrocortisone diethylaminoacetate)
* Hydrocortisone esters
* Cortisone
* Cortisone acetate
* Deprodone
* Deprodone propionate
* Dichlorisone
* Dichlorisone acetate
* Dichlorisone diacetate
* Difluprednate
* Endrisone (endrysone)
* Etiprednol
* Etiprednol dicloacetate (etiprednol dichloroacetate)
* Fludrocortisone (fludrocortone)
* Fludrocortisone acetate
* Fluorometholone
* Fluorometholone acetate
* Fluperolone
* Fluperolone acetate
* Fluprednisolone
* Fluprednisolone esters
* Halopredone
* Halopredone acetate (halopredone diacetate)
* Isoflupredone (9α-fluoroprednisolone)
* Isoflupredone acetate
* Loteprednol
* Mazipredone (depersolone)
* Medrysone
* Methylprednisolone
* Methylprednisolone esters
* Prebediolone
* Prebediolone acetate
* Prednisolone
* Prednazate
* Prednazoline
* Prednicarbate (prednisolone ethylcarbonate propionate)
* Prednimustine
* Prednisolamate (prednisolone diethylaminoacetate)
* Prednisolone esters
* Prednisone
* Prednisone esters
* Pregnenolone
* Pregnenolone acetate
* Pregnenolone succinate (pregnenolone hemisuccinate)
* Resocortol
* Tipredane
* Tixocortol
* Butixocort (tixocortol butyrate)
* Butixocort propionate
* Tixocortol pivalate

* Methasones and related (16-substituted): 16α-Methyl-11-oxoprednisolone
* Alclometasone
* Alclometasone dipropionate
* Amelometasone
* Beclometasone (beclomethasone)
* Beclometasone esters
* Betamethasone (betametasone)
* Betamethasone esters
* Cortobenzolone (betamethasone salicylate)
* Ciclometasone (ciclomethasone, cyclomethasone)
* Clobetasol
* Clobetasol propionate
* Clobetasone
* Clobetasone butyrate
* Clocortolone
* Clocortolone esters
* Cloticasone
* Cloticasone propionate
* Cormetasone (cormethasone)
* Cormetasone acetate
* Descinolone
* Desoximetasone (desoxymethasone)
* Dexamethasone (dexametasone)
* Dexamethasone esters
* Diflorasone
* Diflorasone diacetate
* Diflucortolone
* Diflucortolone pivalate
* Diflucortolone valerate
* Dimesone
* Dimesone acetate
* Doxibetasol (doxybetasol)
* Fluclorolone
* Flumetasone (flumethasone)
* Flumetasone acetate
* Flumetasone pivalate
* Fluocinolone
* Fluocortin
* Fluocortin butyl (fluocortin butylate)
* Fluocortolone
* Fluocortolone esters
* Fluprednidene (fluprednylidene)
* Fluprednidene acetate
* Fluticasone
* Fluticasone furoate
* Fluticasone propionate
* Halocortolone
* Halometasone
* Icometasone
* Icometasone enbutate (icometasone butyrate acetate)
* Isoprednidene
* Locicortolone (locicortone)
* Locicortolone dicibate (locicortone dicibate)
* Meclorisone
* Meclorisone dibutyrate
* Meprednisone (methylprednisone)
* Meprednisone acetate
* Meprednisone hydrogen succinate (methylprednisone hemisuccinate)
* Mometasone
* Mometasone furoate
* Paramethasone
* Paramethasone acetate
* Paramethasone disodium phosphate
* Paramethasone phosphate
* Prednylidene
* Prednylidene diethylaminoacetate
* Rimexolone
* Ticabesone
* Ticabesone propionate
* Timobesone
* Timobesone acetate
* Triamcinolone
* Triamcinolone diacetate
* Ulobetasol (halobetasol)
* Ulobetasol propionate
* Vamorolone

* Cyclic ketals (16,17-cyclized): Acrocinonide (triamcinolone acroleinide)
* Amcinafal (triamcinolone pentanonide)
* Amcinafide (triamcinolone acetophenide)
* Amcinonide (triamcinolone acetate cyclopentanonide)
* Budesonide
* Ciclesonide
* Cicortonide
* Deflazacort (azacort)
* Descinolone acetonide
* Desonide (hydroxyprednisolone acetonide)
* Desonide disodium phosphate
* Desonide pivalate
* Dexbudesonide
* Drocinonide
* Drocinonide phosphate
* Fluazacort
* Fluclorolone acetonide (flucloronide)
* Fludroxycortide (flurandrenolone, flurandrenolide)
* Flumoxonide
* Flunisolide
* Flunisolide acetate
* Fluocinolone acetonide
* Ciprocinonide (fluocinolone acetonide cyclopropylcarboxylate)
* Fluocinonide (fluocinolide, fluocinolone acetonide acetate)
* Procinonide (fluocinolone acetonide propionate)
* Formocortal
* Halcinonide
* Itrocinonide
* Rofleponide
* Rofleponide palmitate
* Tralonide
* Triamcinolone acetonide
* Flupamesone (triamcinolone acetonide metembonate)
* Triamcinolone acetonide esters
* Triamcinolone aminobenzal benzamidoisobutyrate (TBI-PAB)
* Triclonide

* Others/atypical (other expanded steroid ring systems, homosteroids, and non-pregnane steroids): Cortisuzol
* Cortivazol
* Domoprednate
* Naflocort
* Nicocortonide
* Nicocortonide acetate
* Nivacortol (nivazol)
* Oxisopred
* RU-26988
* RU-28362

* Non-corticosteroids with some glucocorticoid activity: 15β-Hydroxycyproterone acetate
* 17α-Hydroxyprogesterone
* Bromoketoprogesterone
* Chlormadinone acetate
* Cyproterone
* Cyproterone acetate
* Danazol
* Delmadinone acetate
* Desogestrel
* DU-41165
* Etonogestrel
* Flugestone
* Flugestone acetate (flurogestone acetate)
* Fluoromedroxyprogesterone acetate
* Fluoxymesterone
* Gestodene
* Medrogestone
* Medroxyprogesterone acetate
* Megestrol acetate
* Metribolone
* Norgestomet
* Osaterone acetate
* Progesterone
* Promegestone
* RU-2309
* Quingestrone
* Segesterone acetate (nestorone)
* Tetrahydrogestrinone

* Nonsteroidal glucocorticoids: AZD-5423
* GSK-9027

|

Mixed
(SEGRMs)|

* Dagrocorat
* Fosdagrocorat
* Mapracorat

Antagonists|

* 7α-Hydroxy-DHEA
* 17α-Methylprogesterone
* Aglepristone
* Asoprisnil
* Asoprisnil ecamate
* C108297
* C113176
* CORT-108297
* Cyproterone acetate
* Exicorilant (CORT-125281)
* Guggulsterone
* Ketoconazole
* Lilopristone
* LLY-2707
* Metapristone (RU-42633)
* Miconazole
* Mifepristone (RU-486)
* Miricorilant (CORT-118335)
* Onapristone
* ORG-34116
* ORG-34517 (SCH-900636)
* ORG-34850
* Pregnenolone 16α-carbonitrile
* Relacorilant (CORT-125134)
* RTI 3021–012
* RTI 3021–022
* Telapristone
* Tibolone
* Toripristone
* Ulipristal acetate

Others|

* Antisense oligonucleotides: IONIS-GCCRRx (ISIS-426115)

See also
Receptor/signaling modulators
Glucocorticoids and antiglucocorticoids
Mineralocorticoid receptor modulators
List of corticosteroids

* v
* t
* e

Mineralocorticoid receptor modulators

MR|

| Agonists|

* 11-Dehydrocorticosterone (11-oxocorticosterone, 17-deoxycortisone)
* 11-Dehydrocorticosterone acetate
* 11-Deoxycorticosterone (desoxycortone, deoxycortone, desoxycorticosterone)
* Desoxycortone esters
* 11-Deoxycortisol (cortodoxone, cortexolone)
* Cortifen (cortiphen, kortifen)
* Cortodoxone acetate
* 11β-Hydroxyprogesterone
* 16α,18-Dihydroxy-11-deoxycorticosterone
* 17α-Hydroxyaldosterone
* 18-Hydroxy-11-deoxycorticosterone
* 19-Norprogesterone
* Aldosterone
* Corticosterone
* Corticosterone acetate
* Corticosterone benzoate
* Cortisol (hydrocortisone)
* Benzodrocortisone (hydrocortisone benzoate)
* Hydrocortamate (hydrocortisone diethylaminoacetate)
* Hydrocortisone esters
* Cortisone
* Cortisone acetate
* Fludrocortisone (fludrocortone)
* Fludrocortisone acetate
* Mometasone
* Mometasone furoate
* Prednisolone
* Prednazate
* Prednazoline
* Prednicarbate (prednisolone ethylcarbonate propionate)
* Prednimustine
* Prednisolamate (prednisolone diethylaminoacetate)
* Prednisolone esters
* Prednisone
* Prednisone esters

|

Antagonists|

* Steroidal: 6β-Hydroxy-7α-thiomethylspironolactone
* 7α-Acetylthio-17α-hydroxyprogesterone
* 7α-Thiomethylspironolactone (SC-26519)
* 7α-Thioprogesterone (SC-8365)
* 7α-Thiospironolactone (SC-24813)
* 16α-Hydroxyprogesterone
* 17α-Hydroxyprogesterone (hydroxyprogesterone)
* 18-Deoxyaldosterone
* 18,19-Dinorprogesterone
* Canrenoate potassium (potassium canrenoate)
* Canrenoic acid (canrenoate)
* Canrenone (canrenoate y-lactone)
* Dicirenone
* Dimethisterone
* Drospirenone
* Dydrogesterone
* Eplerenone
* Gestodene
* Guggulsterone
* Hydroxyprogesterone caproate
* Medrogestone
* Mespirenone
* Metribolone
* Mexrenoate potassium
* Mexrenoic acid (mexrenoate)
* Mexrenone
* Oxprenoic acid (oxprenoate)
* Oxprenoate potassium (RU-28318)
* Pregnenolone
* Progesterone
* Prorenoate potassium
* Prorenoic acid (prorenoate)
* Prorenone
* RO-14-9012
* RU-26752
* SC-5233 (spirolactone)
* SC-8109
* SC-11927 (CS-1)
* SC-19886
* SC-27169
* Spirorenone
* Spironolactone
* Spiroxasone
* Tibolone
* Trimegestone
* ZK-91587
* ZK-97894

* Nonsteroidal: Amlodipine
* Apararenone
* Benidipine
* BR-4628
* Esaxerenone
* Felodipine
* Finerenone
* Miricorilant (CORT-118335)
* Nifedipine
* Nimodipine
* Nitrendipine
* PF-03882845
* SM-368229

See also
Receptor/signaling modulators
Mineralocorticoids and antimineralocorticoids
Glucocorticoid receptor modulators
List of corticosteroids

0.00

(0 votes)

Original source: https://en.wikipedia.org/wiki/Cortifen. Read more

|

Retrieved from "https://handwiki.org/wiki/index.php?title=Chemistry:Cortifen&oldid=492263"
*[CID]: Compound ID
*[v]: View this template
*[t]: Discuss this template
*[e]: Edit this template
*[GR]: Glucocorticoid receptor
*[SEGRMs]: Selective glucocorticoid receptor agonists
*[MR]: Mineralocorticoid receptor