Metiamide

Metiamide
Names
	Preferred IUPAC name N-Methyl-N'-(2-{[(5-methyl-1H-imidazol-4-yl)methyl]sulfanyl}ethyl)thiourea
	Other names 1-Methyl-3-(2-{[(5-methyl-1H-imidazol-4-yl)methyl]thio}ethyl)thiourea
Identifiers
CAS Number	34839-70-8 ;
3D model (JSmol)	Interactive image;
ChEMBL	ChEMBL275446 ;
ChemSpider	1265996 ;
DrugBank	DB08805 ;
IUPHAR/BPS	1233;
PubChem CID	1548992;
UNII	3K7670861M ;
CompTox Dashboard (EPA)	DTXSID80188390 ;
	InChI InChI=1S/C9H16N4S2/c1-7-8(13-6-12-7)5-15-4-3-11-9(14)10-2/h6H,3-5H2,1-2H3,(H,12,13)(H2,10,11,14) Key: FPBPLBWLMYGIQR-UHFFFAOYSA-N ;
	SMILES CNC(=S)NCCSCc1nc[nH]c1C;
Properties
Chemical formula	C9H16N4S2
Molar mass	244.38 g·mol−1
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Metiamide is a histamine H₂ receptor antagonist developed from another H₂ antagonist, burimamide.^[1] It was an intermediate compound in the development of the successful anti-ulcer drug cimetidine (Tagamet).^[2]

^ Clayden, Jonathan; Greeves, Nick; Warren, Stuart; Wothers, Peter (2001). Organic Chemistry (1st ed.). Oxford University Press. pp. 204–206, 586–588. ISBN 978-0-19-850346-0.
^ "Tagamet: Discovery of Histamine H₂-receptor Antagonists". National Historic Chemical Landmarks. American Chemical Society. Archived from the original on December 9, 2012. Retrieved June 25, 2012.

[Clayden-1] Clayden, Jonathan; Greeves, Nick; Warren, Stuart; Wothers, Peter (2001). Organic Chemistry (1st ed.). Oxford University Press. pp. 204–206, 586–588. ISBN 978-0-19-850346-0.

[ACS_Landmarks-2] "Tagamet: Discovery of Histamine H₂-receptor Antagonists". National Historic Chemical Landmarks. American Chemical Society. Archived from the original on December 9, 2012. Retrieved June 25, 2012.

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[2]