From Wikipedia, the free encyclopedia
Acetergamine
Names
Systematic IUPAC name
N -{[(8β)-6-Methylergolin-8-yl]methyl}acetamide
Other names
8β-acetylaminomethyl-6-methylergoline (+)-N-Acetyl-9,10-dihydrolysergamine
Identifiers
ChemSpider
ECHA InfoCard
100.019.281
UNII
InChI=1S/C18H23N3O/c1-11(22)19-8-12-6-15-14-4-3-5-16-18(14)13(9-20-16)7-17(15)21(2)10-12/h3-5,9,12,15,17,20H,6-8,10H2,1-2H3,(H,19,22)/t12-,15+,17+/m0/s1
Key: SGZVEWGAZGOWGP-XGWLTEMNSA-N
O=C(NC[C@@H]2C[C@@H]3c4cccc1c4c(c[nH]1)C[C@H]3N(C2)C)C
Properties
C 18 H 23 N 3 O
Molar mass
297.402 g·mol−1
Except where otherwise noted, data are given for materials in their
standard state (at 25 °C [77 °F], 100 kPa).
Chemical compound
Acetergamine is an organic chemical compound; specifically it is a derivative of ergoline , making it a member of the ergotamine family of compounds. Acetergamine currently has no mainstream uses, however its potential as an alpha-1 blocker and vasodilator has led to it being covered in several patents concerning therapies for erectile dysfunction. It has also been investigated as a treatment for cerebellar ataxia .[ 1]
α1
Agonists Antagonists
Abanoquil
ADRIANA
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
Butanserin
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
MT-1207
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
F-14413
Fenmetozole
Fipamezole
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
Ergolines (incl. lysergines )Clavines (6,8-dimethylergolines)Lysergamides (lysergic acid amides)
Psychedelic lysergamides: 1B-LSD
1BP-LSD
1Bz-LSD
1cP-AL-LAD
1cP-LSD
1cP-MiPLA
1D-AL-LAD
1D-LSD
1DD-LSD
1F-LSD
1Fe-LSD
1H-LSD
1P-AL-LAD
1P-ETH-LAD
1P-LSD
1P-MiPLA
1S-LSD
1SB-LSD (1BS-LSD)
1T-AL-LAD
1T-LSD
1V-LSD
2,3-Dihydro-LSD
AL-LAD
ALA-10 (1-acetyl-LAE)
ALD-52 (1-acetyl-LSD)
BU-LAD
CPM-LAD
CYP-LAD
Diallyllysergamide (DAL)
Dimethyllysergamide (DAM-57)
Diisopropyllysergamide (DiPLA)
Dipropyllysergamide (DPL)
Ergine (lysergic acid amide; LSA; LA-111; lysergamide)
Ergometrine (ergonovine, ergobasine)
ETH-LAD
Ethylcyclopropyllysergamide (EcPLA)
Ethylisopropyllysergamide (EiPLA)
Ethylpropyllysergamide (EPLA; LEP-57)
Ethyltrifluoroethyllysergamide (ETFELA)
IP-LAD
Isoergine (isolysergic acid amide; iso-LSA; iso-LA; isolysergamide)
Isopropyllysergamide (iPLA; LAiP)
Lysergic acid diethylamide (LSD; d -LSD; lysergide)
Lysergic acid ethylamide (LAE-32, LAE)
Lysergic acid hydroxyethylamide (LSH, LAH)
Lysergic acid methylamide (LAM)
Lysergic acid methylethylamide (LME-54)
Lysergic acid morpholide (LSM-775)
Lysergic acid propylamide (LAP)
Lysergic acid pyrrolidide (LPD-824)
Lysergic acid 2-butylamide (LSB)
Lysergic acid 2,4-dimethylazetidide (LA-SS-Az, LSZ, LA-Azetidine)
Lysergic acid 2-pentylamide (2-LSP)
Lysergic acid 3-pentylamide (LSP, 3-LSP)
Methylergometrine (methylergonovine, methylergobasine; Methergine)
Methylisopropyllysergamide (MiPLA)
Methylpropyllysergamide (LAMPA, LMP-55)
Methysergide (1-methylmethylergonovine; UML-491)
MLA-74 (1-methyl-LAE)
MLD-41 (1-methyl-LSD)
MPD-75 (1-methyllysergic acid pyrrolidide)
NBOMe-LAD
OML-632 (1-hydroxymethyl-LSD)
PARGY-LAD
PRO-LAD
TRALA-12 (didehydro-LSD; DDH-LSD)
Ergopeptines (peptide ergolines)Partial ergolines Related compounds Natural sources