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Etymemazine

From Wikipedia, the free encyclopedia
Chemical compound
Pharmaceutical compound
Etymemazine
Clinical data
Other namesEthylisobutrazine
AHFS/Drugs.comInternational Drug Names
ATC code
  • none
Identifiers
  • 3-(2-ethylphenothiazin-10-yl)-N,N,2-trimethylpropan-1-amine
CAS Number
PubChemCID
ChemSpider
UNII
ChEMBL
CompTox Dashboard(EPA)
Chemical and physical data
FormulaC20H26N2S
Molar mass326.50 g·mol−1
3D model (JSmol)
  • CCC(C=C3)=CC2=C3SC1=CC=CC=C1N2CC(C)CN(C)C
  • InChI=1S/C20H26N2S/c1-5-16-10-11-20-18(12-16)22(14-15(2)13-21(3)4)17-8-6-7-9-19(17)23-20/h6-12,15H,5,13-14H2,1-4H3
  • Key:USKHCLAXJXCWMO-UHFFFAOYSA-N
  (verify)

Etymemazine is anantipsychotic,antihistamine andanticholinergic drug of thephenothiazinechemical class, structurally related tocyamemazine andmethotrimeprazine.[1]

Synthesis

[edit]

Etymemazine can be synthesized bySN2alkylation of 2-ethylphenothiazine (1) with 1-dimethylamino-2-methyl-3-chloropropane (2) usingsodamide as a base.[2][3]

Synthesis of etymemazine

References

[edit]
  1. ^Milne GW (2002)."Etymemazine".Drugs: Synonyms and Properties (2nd ed.). Aldershot, Hampshire, England: Ashgate. p. 3945.ISBN 978-0-566-08491-1.
  2. ^GB 789703  (1958 to Rhone Poulenc Sa).
  3. ^Robert Michel Jacob, et al.U.S. patent 2,837,518 (1956 to Rhone Poulenc Sa)
mAChRsTooltip Muscarinic acetylcholine receptors
Agonists
Antagonists
Precursors
(andprodrugs)
nAChRsTooltip Nicotinic acetylcholine receptors
Agonists
(andPAMsTooltip positive allosteric modulators)
Antagonists
(andNAMsTooltip negative allosteric modulators)
Precursors
(andprodrugs)
H1
Agonists
Antagonists
H2
Agonists
Antagonists
H3
Agonists
Antagonists
H4
Agonists
Antagonists
Classes
Antidepressants
(Tricyclic antidepressants(TCAs))
Antihistamines
Antipsychotics
Anticonvulsants
Anticholinergics
Others


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