Mesulergine

Mesulergine
Identifiers
	; IUPAC name; N'-(1,6-dimethylergolin-8α-yl)-N,N-dimethylsulfamide; ;
CAS Number	; 64795-35-3 N; ;
; PubChem CID;	68848;
IUPHAR/BPS	; 206; ; [3H]mesulergine: 232; ; ;
ChemSpider	; 62081 Y; ;
UNII	SML95FK06I;
ChEBI	; CHEBI:73378 N; ;
ChEMBL	; ChEMBL462903 N; ;
Chemical and physical data
Formula	; C18H26N4O2S;
Molar mass	362.49 g/mol
3D model (JSmol)	Interactive image;
	; SMILES; O=S(=O)(N(C)C)N[C@H]2C[C@@H]3c4cccc1c4c(cn1C)C[C@H]3N(C2)C; ;
	; InChI; ; InChI=1S/C18H26N4O2S/c1-20(2)25(23,24)19-13-9-15-14-6-5-7-16-18(14)12(10-21(16)3)8-17(15)22(4)11-13/h5-7,10,13,15,17,19H,8-9,11H2,1-4H3/t13-,15+,17+/m0/s1 Y; ; ; Key:JLVHTNZNKOSCNB-YSVLISHTSA-N Y; ; ; ;
; .mw-parser-output .nobold{font-weight:normal}; NY (what is this?); (verify);

Mesulergine is a psychoactive drug of the ergoline chemical class that acts on serotonin and dopamine receptors.^[1]^[2]

The compound had entered clinical trials for the treatment of Parkinson's disease; however, further development was halted due to adverse histological abnormalities in rats.^[3]

References[edit]

^ Closse A (May 1983). "[³H]Mesulergine, a selective ligand for serotonin-2 receptors". Life Sci. 32 (21): 2485–95. doi:10.1016/0024-3205(83)90375-2. PMID 6855451..mw-parser-output cite.citation{font-style:inherit}.mw-parser-output q{quotes:"""""""'""'"}.mw-parser-output code.cs1-code{color:inherit;background:inherit;border:inherit;padding:inherit}.mw-parser-output .cs1-lock-free a{background:url("//upload.wikimedia.org/wikipedia/commons/thumb/6/65/Lock-green.svg/9px-Lock-green.svg.png")no-repeat;background-position:right .1em center}.mw-parser-output .cs1-lock-limited a,.mw-parser-output .cs1-lock-registration a{background:url("//upload.wikimedia.org/wikipedia/commons/thumb/d/d6/Lock-gray-alt-2.svg/9px-Lock-gray-alt-2.svg.png")no-repeat;background-position:right .1em center}.mw-parser-output .cs1-lock-subscription a{background:url("//upload.wikimedia.org/wikipedia/commons/thumb/a/aa/Lock-red-alt-2.svg/9px-Lock-red-alt-2.svg.png")no-repeat;background-position:right .1em center}.mw-parser-output .cs1-subscription,.mw-parser-output .cs1-registration{color:#555}.mw-parser-output .cs1-subscription span,.mw-parser-output .cs1-registration span{border-bottom:1px dotted;cursor:help}.mw-parser-output .cs1-hidden-error{display:none;font-size:100%}.mw-parser-output .cs1-visible-error{font-size:100%}.mw-parser-output .cs1-subscription,.mw-parser-output .cs1-registration,.mw-parser-output .cs1-format{font-size:95%}.mw-parser-output .cs1-kern-left,.mw-parser-output .cs1-kern-wl-left{padding-left:0.2em}.mw-parser-output .cs1-kern-right,.mw-parser-output .cs1-kern-wl-right{padding-right:0.2em}

^ Markstein R (November 1983). "Mesulergine and its 1,20-N,N-bidemethylated metabolite interact directly with D1- and D2-receptors". Eur. J. Pharmacol. 95 (1–2): 101–7. doi:10.1016/0014-2999(83)90272-8. PMID 6230246.

^ Dupont E, Mikkelsen B, Jakobsen J (April 1986). "Mesulergine in early Parkinson's disease: a double blind controlled trial". J. Neurol. Neurosurg. Psychiatry. 49 (4): 390–5. doi:10.1136/jnnp.49.4.390. PMC 1028763. PMID 3517235.

This psychoactive drug-related article is a stub. You can help Wikipedia by expanding it.

[pmid6855451-1] Closse A (May 1983). "[³H]Mesulergine, a selective ligand for serotonin-2 receptors". Life Sci. 32 (21): 2485–95. doi:10.1016/0024-3205(83)90375-2. PMID 6855451..mw-parser-output cite.citation{font-style:inherit}.mw-parser-output q{quotes:"""""""'""'"}.mw-parser-output code.cs1-code{color:inherit;background:inherit;border:inherit;padding:inherit}.mw-parser-output .cs1-lock-free a{background:url("//upload.wikimedia.org/wikipedia/commons/thumb/6/65/Lock-green.svg/9px-Lock-green.svg.png")no-repeat;background-position:right .1em center}.mw-parser-output .cs1-lock-limited a,.mw-parser-output .cs1-lock-registration a{background:url("//upload.wikimedia.org/wikipedia/commons/thumb/d/d6/Lock-gray-alt-2.svg/9px-Lock-gray-alt-2.svg.png")no-repeat;background-position:right .1em center}.mw-parser-output .cs1-lock-subscription a{background:url("//upload.wikimedia.org/wikipedia/commons/thumb/a/aa/Lock-red-alt-2.svg/9px-Lock-red-alt-2.svg.png")no-repeat;background-position:right .1em center}.mw-parser-output .cs1-subscription,.mw-parser-output .cs1-registration{color:#555}.mw-parser-output .cs1-subscription span,.mw-parser-output .cs1-registration span{border-bottom:1px dotted;cursor:help}.mw-parser-output .cs1-hidden-error{display:none;font-size:100%}.mw-parser-output .cs1-visible-error{font-size:100%}.mw-parser-output .cs1-subscription,.mw-parser-output .cs1-registration,.mw-parser-output .cs1-format{font-size:95%}.mw-parser-output .cs1-kern-left,.mw-parser-output .cs1-kern-wl-left{padding-left:0.2em}.mw-parser-output .cs1-kern-right,.mw-parser-output .cs1-kern-wl-right{padding-right:0.2em}

[pmid6230246-2] Markstein R (November 1983). "Mesulergine and its 1,20-N,N-bidemethylated metabolite interact directly with D1- and D2-receptors". Eur. J. Pharmacol. 95 (1–2): 101–7. doi:10.1016/0014-2999(83)90272-8. PMID 6230246.

[pmid3517235-3] Dupont E, Mikkelsen B, Jakobsen J (April 1986). "Mesulergine in early Parkinson's disease: a double blind controlled trial". J. Neurol. Neurosurg. Psychiatry. 49 (4): 390–5. doi:10.1136/jnnp.49.4.390. PMC 1028763. PMID 3517235.

v t e Ergolines
Lysergic acid derivatives	2-Bromo-LSD (BOL-148) Bromocriptine Cabergoline Dihydroergocornine Dihydroergocristine Dihydroergocryptine Dihydroergometrine (Dihydroergonovine, Dihydroergobasine) Dihydroergosine Dihydroergotamine Epicriptine Ergine (LSA; LA-111; Lysergamide) Ergocornine Ergocristine Ergocryptine Ergoloid (Dihydroergotoxine) Ergometrine (Ergonovine, Ergobasine) Ergometrinine Ergotamine Ergotoxine Ergovaline Lisuride LSD LSH Lysergic Acid Lysergic acid cyclobutylamide Lysergic acid cyclopentylamide Lysergic Acid Methyl Ester Lysergol Mesulergine Metergoline Methergine (Methylergometrine, Methylergonovine, Methylergobasine) Methysergide Pergolide Syntometrine
Psychedelic lysergamides	1P-ETH-LAD 1P-LSD AL-LAD ALD-52 BU-LAD CYP-LAD DAL DAM-57 Ergonovine ETH-LAD IP-LAD LAE-32 LSD LPD-824 LSM-775 LSH LSD-Pip Lysergic Acid 2-Butylamide Lysergic Acid 2,4-Dimethylazetidide Lysergic Acid 3-Pentylamide Methylergonovine Methylisopropyllysergamide MLD-41 PARGY-LAD PRO-LAD
clavines	agroclavine elymoclavine lysergol festuclavine fumigaclavine A fumigaclavine B fumigaclavine C
Other ergolines	Ergoline
Natural sources	Achnatherum robustum (Sleepy Grass) Claviceps spp. (Ergot) Morning glory: Argyreia nervosa (Hawaiian Baby Woodrose), Ipomoea spp.(Morning Glory, Tlitliltzin, Badoh Negro), Rivea corymbosa (Coaxihuitl, Ololiúqui)

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Mesulergine

Mesulergine

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Identifiers

IUPAC name N'-(1,6-dimethylergolin-8α-yl)-N,N-dimethylsulfamide
CAS Number	64795-35-3^N
PubChem CID	68848
IUPHAR/BPS	206 [³H]mesulergine: 232
ChemSpider	62081^Y
UNII	SML95FK06I
ChEBI	CHEBI:73378^N
ChEMBL	ChEMBL462903^N
Chemical and physical data
Formula	C₁₈H₂₆N₄O₂S
Molar mass	362.49 g/mol
3D model (JSmol)	Interactive image
SMILES O=S(=O)(N(C)C)N[C@H]2C[C@@H]3c4cccc1c4c(cn1C)C[C@H]3N(C2)C
InChI InChI=1S/C18H26N4O2S/c1-20(2)25(23,24)19-13-9-15-14-6-5-7-16-18(14)12(10-21(16)3)8-17(15)22(4)11-13/h5-7,10,13,15,17,19H,8-9,11H2,1-4H3/t13-,15+,17+/m0/s1^Y Key:JLVHTNZNKOSCNB-YSVLISHTSA-N^Y
.mw-parser-output .nobold{font-weight:normal} ^NY (what is this?) (verify)