Methaphenilene

{{Short description|Chemical compound}}

{{Distinguish|Methapyrilene}}

Methaphenilene is an antihistamine and anticholinergic.

{{Drugbox

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| IUPAC_name = N,N-Dimethyl-{{prime|N}}-phenyl-{{prime|N}}-(thiophen-2-ylmethyl)ethane-1,2-diamine

| image = Methaphenilene.svg

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| CAS_number_Ref = {{cascite|correct|CAS}}

| CAS_number = 493-78-7

| UNII_Ref = {{fdacite|correct|FDA}}

| UNII = Q1MP2MRW1E

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| DrugBank_Ref = {{drugbankcite|correct|drugbank}}

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| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}

| ChemSpiderID = 9884

| ChEMBL_Ref = {{ebicite|correct|EBI}}

| ChEMBL =

| KEGG_Ref = {{keggcite|changed|kegg}}

| KEGG =

| C=15 | H=20 | N=2 | S=1

| smiles = CN(C)CCN(Cc1cccs1)c2ccccc2

| StdInChI_Ref = {{stdinchicite|correct|chemspider}}

| StdInChI = InChI=1S/C15H20N2S/c1-16(2)10-11-17(13-15-9-6-12-18-15)14-7-4-3-5-8-14/h3-9,12H,10-11,13H2,1-2H3

| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}

| StdInChIKey = LDYJXVUOVPVZKA-UHFFFAOYSA-N

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Synthesis

Methaphenilene can be synthesized from N,N-dimethyl-{{prime|N}}-phenylethane-1,2-diamine by alkylation with 2-(chloromethyl)thiophene.{{cite journal | vauthors = Leonard F, Solmssen UV | title = Thenyl Substituted Diamines with Antihistaminic Activity | journal = Journal of the American Chemical Society | volume = 70 | issue = 6 | pages = 2064–7 | date = June 1948 | pmid = 18863797 | doi = 10.1021/ja01186a023 }}

File:Methaphenilene synthesis.svg{{clear-left}}

See also

References

{{Reflist}}

{{Hypnotics}}

{{Antihistamines}}

{{Cholinergics}}

{{Histaminergics}}

Category:Sedatives

Category:Thiophenes

Category:Diamines

Category:H1 receptor antagonists

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