From Wikipedia, the free encyclopedia
Abandoned α2-adrenoceptor antagonist
Delequamine Other names DMMIN; RS-15385; RS 15385; RS15385; RS 15385-197; RS-15385-197; RS15385-197 Drug class α2 -Adrenergic receptor antagonist
(8aR ,12aS ,13aS )-3-methoxy-12-methylsulfonyl-5,6,8,8a ,9,10,11,12a ,13,13a -decahydroisoquinolino[2,1-g][1,6]naphthyridine
CAS Number PubChem CID ChemSpider UNII ChEMBL Formula C 18 H 26 N 2 O 3 S Molar mass 350.48 g·mol−1 3D model (JSmol )
COC1=CC2=C(C=C1)[C@@H]3C[C@H]4[C@H](CCCN4S(=O)(=O)C)CN3CC2
InChI=1S/C18H26N2O3S/c1-23-15-5-6-16-13(10-15)7-9-19-12-14-4-3-8-20(24(2,21)22)17(14)11-18(16)19/h5-6,10,14,17-18H,3-4,7-9,11-12H2,1-2H3/t14-,17+,18+/m1/s1
Key:JKDBLHWERQWYKF-JLSDUUJJSA-N
Delequamine (INN Tooltip International Nonproprietary Name ; developmental code names RS-15385 , RS-15385-197 ) is a potent and selective α2 -adrenergic receptor antagonist which was under development for the treatment of erectile dysfunction and major depressive disorder but was never marketed.[ 1] [ 2] [ 3] [ 4]
It is structurally related to the naturally occurring α2 -adrenergic receptor antagonist yohimbine but has greater selectivity in comparison.[ 3] [ 4] The drug has been found to affect sexual function and sleep in humans.[ 4]
Delequamine reached phase 3 clinical trials prior to the discontinuation of its development.[ 1] The drug was under development in the 1990s and its development was discontinued by 1999.[ 1] It was first described in the scientific literature by 1990.[ 5]
^ a b c "Delequamine" . AdisInsight . Springer Nature Switzerland AG. 22 September 1999. Retrieved 21 October 2024 .
^ Ganellin CR, Triggle DJ (1996). Dictionary of Pharmacological Agents . Taylor & Francis. ISBN 978-0-412-46630-4 . Retrieved 21 October 2024 .
^ a b Maw GN (1999). "Pharmacological Therapy for the Treatment of Erectile Dysfunction" . In Greenlee W, Hagmann WK, Plattner JJ, Robertson D, Trainor GL, Wong WW, Doherty AM (eds.). Annual Reports in Medicinal Chemistry . Annual Reports in Medicinal Chemistry. Vol. 34. Academic Press. p. 78. ISBN 978-0-08-058378-5 . Retrieved 21 October 2024 .
^ a b c Bancroft J (March 2000). "Effects of alpha-2 blockade on sexual response: experimental studies with Delequamine (RS15385)". International Journal of Impotence Research . 12 (S1): S64–S69. doi :10.1038/sj.ijir.3900507 . PMID 10849567 .
^ Clark RD, Spedding M, MacFarlane CB (1990). "RS-15385-197, a potent andselective alpha2-adrenoceptor antagonist" . British Journal of Pharmacology . 99 : 123P.
α1
Agonists Antagonists
Abanoquil
Ajmalicine
Alfuzosin
Anisodamine
Anisodine
Atiprosin
Atypical antipsychotics (e.g., brexpiprazole , clozapine , olanzapine , quetiapine , risperidone )
Benoxathian
Beta blockers (e.g., adimolol , amosulalol , arotinolol , carvedilol , eugenodilol , labetalol )
Buflomedil
Bunazosin
Corynanthine
Dapiprazole
Domesticine
Doxazosin
Ergolines (e.g., acetergamine , ergotamine , dihydroergotamine , lisuride , nicergoline , terguride )
Etoperidone
Fenspiride
Hydroxyzine
Indoramin
Ketanserin
L-765,314
mCPP
Mepiprazole
Metazosin
Monatepil
Moxisylyte
Naftopidil
Nantenine
Neldazosin
Niaprazine
Niguldipine
Pardoprunox
Pelanserin
Perlapine
Phendioxan
Phenoxybenzamine
Phentolamine
Phenylpiperazine antidepressants (e.g., hydroxynefazodone , nefazodone , trazodone , triazoledione )
Piperoxan
Prazosin
Quinazosin
Quinidine
Silodosin
Spegatrine
Spiperone
Talipexole
Tamsulosin
Terazosin
Tiodazosin
Tolazoline
Tetracyclic antidepressants (e.g., amoxapine , maprotiline , mianserin )
Tricyclic antidepressants (e.g., amitriptyline , clomipramine , doxepin , imipramine , trimipramine )
Trimazosin
Typical antipsychotics (e.g., chlorpromazine , fluphenazine , loxapine , thioridazine )
Urapidil
WB-4101
Zolertine
α2
Agonists Antagonists
1-PP
Adimolol
Amesergide
Aptazapine
Atipamezole
Atypical antipsychotics (e.g., asenapine , brexpiprazole , clozapine , lurasidone , olanzapine , paliperidone , quetiapine , risperidone , zotepine )
Azapirones (e.g., buspirone , gepirone , ipsapirone , tandospirone )
BRL-44408
Buflomedil
Cirazoline
Efaroxan
Esmirtazapine
Fenmetozole
Fluparoxan
Idazoxan
Ketanserin
Lisuride
mCPP
Mianserin
Mirtazapine
NAN-190
Pardoprunox
Phentolamine
Phenoxybenzamine
Piperoxan
Piribedil
Rauwolscine
Rotigotine
Setiptiline
Spegatrine
Spiroxatrine
Sunepitron
Terguride
Tolazoline
Typical antipsychotics (e.g., chlorpromazine , fluphenazine , loxapine , thioridazine )
Yohimbine
β