Methapyrilene: Difference between revisions
Appearance
Content deleted Content added
populated new fields in {{drugbox}} and reordered per bot approval. Report errors and suggestions to User_talk:BogBot |
حسن علي البط (talk | contribs) added Category:Dimethylamino compounds using HotCat |
||
(32 intermediate revisions by 23 users not shown) | |||
Line 1: | Line 1: | ||
{{Short description|Chemical compound}} |
|||
{{Unreferenced stub|auto=yes|date=December 2009}} |
|||
{{hatnote|"Thionylan" redirects here. Not to be confused with thionyl halides: [[thionyl fluoride]], [[thionyl chloride]] and [[thionyl bromide]].}} |
|||
{{Drugbox |
{{Drugbox |
||
| Verifiedfields = changed |
|||
| Watchedfields = changed |
| Watchedfields = changed |
||
| verifiedrevid = |
| verifiedrevid = |
||
| IUPAC_name = ''N'',''N''-dimethyl-''N<nowiki>'</nowiki>''-pyridin-2-yl-''N<nowiki>'</nowiki>''-(2-thienylmethyl)ethane-1,2-diamine |
| IUPAC_name = ''N'',''N''-dimethyl-''N<nowiki>'</nowiki>''-pyridin-2-yl-''N<nowiki>'</nowiki>''-(2-thienylmethyl)ethane-1,2-diamine |
||
| image = Methapyrilene.svg |
| image = Methapyrilene.svg |
||
Line 22: | Line 22: | ||
<!--Identifiers--> |
<!--Identifiers--> |
||
| CAS_number_Ref = {{cascite|correct|??}} |
|||
| CAS_number = 91-80-5 |
| CAS_number = 91-80-5 |
||
| ATC_prefix = R06 |
| ATC_prefix = R06 |
||
| ATC_suffix = AC05 |
| ATC_suffix = AC05 |
||
| PubChem = 4098 |
| PubChem = 4098 |
||
| DrugBank_Ref = {{drugbankcite| |
| DrugBank_Ref = {{drugbankcite||drugbank}} |
||
| DrugBank = DB04819 |
| DrugBank = DB04819 |
||
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
||
| ChemSpiderID = 3956 |
| ChemSpiderID = 3956 |
||
| UNII_Ref = {{fdacite| |
| UNII_Ref = {{fdacite||FDA}} |
||
| UNII = A01LX40298 |
| UNII = A01LX40298 |
||
| KEGG_Ref = {{keggcite| |
| KEGG_Ref = {{keggcite||kegg}} |
||
| KEGG = C11114 |
| KEGG = C11114 |
||
| ChEBI_Ref = {{ebicite| |
| ChEBI_Ref = {{ebicite||EBI}} |
||
| ChEBI = 6820 |
| ChEBI = 6820 |
||
<!--Chemical data--> |
<!--Chemical data--> |
||
| C=14 | H=19 | N=3 | S=1 |
| C=14 | H=19 | N=3 | S=1 |
||
| molecular_weight = 261.387 |
|||
| smiles = n1ccccc1N(CCN(C)C)Cc2sccc2 |
| smiles = n1ccccc1N(CCN(C)C)Cc2sccc2 |
||
| InChI = 1/C14H19N3S/c1-16(2)9-10-17(12-13-6-5-11-18-13)14-7-3-4-8-15-14/h3-8,11H,9-10,12H2,1-2H3 |
|||
| InChIKey = HNJJXZKZRAWDPF-UHFFFAOYAC |
|||
| StdInChI_Ref = {{stdinchicite|correct|chemspider}} |
| StdInChI_Ref = {{stdinchicite|correct|chemspider}} |
||
| StdInChI = 1S/C14H19N3S/c1-16(2)9-10-17(12-13-6-5-11-18-13)14-7-3-4-8-15-14/h3-8,11H,9-10,12H2,1-2H3 |
| StdInChI = 1S/C14H19N3S/c1-16(2)9-10-17(12-13-6-5-11-18-13)14-7-3-4-8-15-14/h3-8,11H,9-10,12H2,1-2H3 |
||
Line 48: | Line 46: | ||
| StdInChIKey = HNJJXZKZRAWDPF-UHFFFAOYSA-N |
| StdInChIKey = HNJJXZKZRAWDPF-UHFFFAOYSA-N |
||
}} |
}} |
||
'''Methapyrilene''' is an [[antihistamine]] and [[anticholinergic]] of the [[pyridine]] [[chemical class]] which was developed in the early 1950s. It was sold under the trade names Co-Pyronil and Histadyl EC in the UK.<ref>{{cite news |date=July 1979 |title=Archive. |url=http://www.thefreelibrary.com/Archive.-a0119048413 |work=[[Birmingham Post]] |via=[[The Free Library]]}}</ref> It has relatively strong [[sedative]] effects, to the extent that its primary use was as a medication for [[insomnia]] rather than for its antihistamine action. Together with [[Hyoscine hydrobromide|scopolamine]], it was the main ingredient in [[Sominex]], Nytol, and Sleep-Eze. It also provided the sedative component of Excedrin PM.<ref>{{cite news |date=1978-06-13 |title=FDA Seeks Restrictions On Sleeping Aid Drugs |url=https://newspapers.com/image/233886246/ |url-access=subscription |work=[[Daily Press (Virginia)|Daily Press]] |via=[[Newspapers.com]] |volume=83 |issue=164 |page=1}}</ref> All of these products were reformulated in the late 1970s<ref>{{cite news | vauthors = Cook C |date=1979-06-28 |title=Sleep aids back with new drug {{!}} Critics assail 'human testing' |url=https://www.newspapers.com/image/191023340/ |url-access=subscription |work=[[Star Tribune|The Minneapolis Star]] |via=[[Newspapers.com]] |pages=[https://www.newspapers.com/newspage/191023340/ 1A], [https://www.newspapers.com/newspage/191023631/ 6A]}}</ref> when methapyrilene was demonstrated to cause [[liver cancer]] in rats when given chronically.<ref>{{cite journal | vauthors = Lijinsky W, Reuber MD, Blackwell BN | title = Liver tumors induced in rats by oral administration of the antihistaminic methapyrilene hydrochloride | journal = [[Science (journal)|Science]] | volume = 209 | issue = 4458 | pages = 817–819 | date = August 1980 | pmid = 7403848 | doi = 10.1126/science.7403848 | bibcode = 1980Sci...209..817L }}</ref> |
|||
'''Methapyrilene''' is a [[antihistamine]] and [[anticholinergic]] of the [[pyridine]] [[chemical class]] which was developed in the early 1950s. It has relatively strong [[sedative]] effects, to the extent that its primary use was as a medication for [[insomnia]] rather than for its antihistamine action. Together with [[scopolamine]], it was the main ingredient in '''Sominex''', '''Nytol''', and '''Sleep-Eze'''. It also provided the sedative component of '''Excedrin PM'''. All of these products were reformulated in the late 1970s because methapyrilene was demonstrated to cause [[liver cancer]] in rats when given chronically. |
|||
== See also == |
== See also == |
||
* |
*[[]] |
||
*[[Methaphenilene]] |
|||
== References == |
== References == |
||
{{Reflist |
{{Reflist}} |
||
{{Hypnotics}} |
{{Hypnotics}} |
||
{{Antihistamines}} |
|||
{{Cholinergics}} |
{{Cholinergics}} |
||
{{Histaminergics}} |
{{Histaminergics}} |
||
⚫ | |||
[[Category:Sedatives]] |
[[Category:Sedatives]] |
||
⚫ | |||
[[Category:Thiophenes]] |
[[Category:Thiophenes]] |
||
[[Category: |
[[Category:]] |
||
[[Category:H1 receptor antagonists]] |
[[Category:H1 receptor antagonists]] |
||
[[Category:Dimethylamino compounds]] |
|||
{{respiratory-system-drug-stub}} |
{{respiratory-system-drug-stub}} |
||
{{sedative-stub}} |
{{sedative-stub}} |
||
[[th:เมตทาไพริลีน]] |