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 N
3D model (JSmol)
ChEMBL
ChEMBL275446 Y
ChemSpider
1265996 Y
DrugBank
DB08805 Y
IUPHAR/BPS
UNII
3K7670861M Y
DTXSID80188390
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)
Y Key: FPBPLBWLMYGIQR-UHFFFAOYSA-N
Y
Properties
Chemical formula
C 9 H 16 N 4 S 2
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).
Infobox references
Chemical compound
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 .
Last Update: 2024-01-05T06:43:12Z
Metiamide is a histamine H2 receptor antagonist developed from another H2 antagonist, burimamide. It was an intermediate compound in the development of...
Word Count : 518
Last Update: 2024-03-08T03:07:03Z
dissociation constant of the compound, led to the development of metiamide . Metiamide was an effective agent; however, it was associated with unacceptable...
Word Count : 2233
Last Update: 2024-06-11T01:10:02Z
on modifying the pKa of the compound, led to the development of metiamide . Metiamide was an effective agent; it was associated, however, with unacceptable...
Word Count : 5107
Last Update: 2024-05-23T00:14:08Z
Isolamtidine Lafutidine Lamtidine Lavoltidine (loxtidine) Lupitidine Metiamide Mifentidine Niperotidine Nizatidine Osutidine Oxmetidine Pibutidine Quisultazine...
Word Count : 1350
Last Update: 2024-04-05T05:21:37Z
Isolamtidine Lafutidine Lamtidine Lavoltidine (loxtidine) Lupitidine Metiamide Mifentidine Niperotidine Nizatidine Osutidine Oxmetidine Pibutidine Quisultazine...
Word Count : 1711
Last Update: 2024-06-04T04:37:54Z
Isolamtidine Lafutidine Lamtidine Lavoltidine (loxtidine) Lupitidine Metiamide Mifentidine Niperotidine Nizatidine Osutidine Oxmetidine Pibutidine Quisultazine...
Word Count : 3137
Last Update: 2024-04-02T05:19:08Z
Isolamtidine Lafutidine Lamtidine Lavoltidine (loxtidine) Lupitidine Metiamide Mifentidine Niperotidine Nizatidine Osutidine Oxmetidine Pibutidine Quisultazine...
Word Count : 6534
Last Update: 2024-06-14T05:14:16Z
Isolamtidine Lafutidine Lamtidine Lavoltidine (loxtidine) Lupitidine Metiamide Mifentidine Niperotidine Nizatidine Osutidine Oxmetidine Pibutidine Quisultazine...
Word Count : 1689
Last Update: 2024-05-25T11:10:50Z
Isolamtidine Lafutidine Lamtidine Lavoltidine (loxtidine) Lupitidine Metiamide Mifentidine Niperotidine Nizatidine Osutidine Oxmetidine Pibutidine Quisultazine...
Word Count : 2681
Last Update: 2024-01-22T04:39:46Z
Isolamtidine Lafutidine Lamtidine Lavoltidine (loxtidine) Lupitidine Metiamide Mifentidine Niperotidine Nizatidine Osutidine Oxmetidine Pibutidine Quisultazine...
Word Count : 3073
Last Update: 2024-06-06T14:38:34Z
Isolamtidine Lafutidine Lamtidine Lavoltidine (loxtidine) Lupitidine Metiamide Mifentidine Niperotidine Nizatidine Osutidine Oxmetidine Pibutidine Quisultazine...
Word Count : 3298
Last Update: 2024-05-20T13:48:36Z
Isolamtidine Lafutidine Lamtidine Lavoltidine (loxtidine) Lupitidine Metiamide Mifentidine Niperotidine Nizatidine Osutidine Oxmetidine Pibutidine Quisultazine...
Word Count : 5041
Last Update: 2024-05-25T02:04:04Z
Isolamtidine Lafutidine Lamtidine Lavoltidine (loxtidine) Lupitidine Metiamide Mifentidine Niperotidine Nizatidine Osutidine Oxmetidine Pibutidine Quisultazine...
Word Count : 3708
Last Update: 2024-06-02T11:35:20Z
Isolamtidine Lafutidine Lamtidine Lavoltidine (loxtidine) Lupitidine Metiamide Mifentidine Niperotidine Nizatidine Osutidine Oxmetidine Pibutidine Quisultazine...
Word Count : 7807
Last Update: 2024-03-28T19:23:24Z
Isolamtidine Lafutidine Lamtidine Lavoltidine (loxtidine) Lupitidine Metiamide Mifentidine Niperotidine Nizatidine Osutidine Oxmetidine Pibutidine Quisultazine...
Word Count : 8663
Last Update: 2024-03-08T02:40:07Z
Isolamtidine Lafutidine Lamtidine Lavoltidine (loxtidine) Lupitidine Metiamide Mifentidine Niperotidine Nizatidine Osutidine Oxmetidine Pibutidine Quisultazine...
Word Count : 2340
Last Update: 2024-05-05T10:21:42Z
Isolamtidine Lafutidine Lamtidine Lavoltidine (loxtidine) Lupitidine Metiamide Mifentidine Niperotidine Nizatidine Osutidine Oxmetidine Pibutidine Quisultazine...
Word Count : 1209
Last Update: 2023-10-20T03:57:57Z
emetic response due to histamine, these include mepyramine, burimamide and metiamide . Recent studies have found that phosphodiesterase 4 (PDE4) inhibitors...
Word Count : 2455
Last Update: 2024-06-12T19:19:32Z
Isolamtidine Lafutidine Lamtidine Lavoltidine (loxtidine) Lupitidine Metiamide Mifentidine Niperotidine Nizatidine Osutidine Oxmetidine Pibutidine Quisultazine...
Word Count : 2575
Last Update: 2024-04-15T07:00:01Z
Isolamtidine Lafutidine Lamtidine Lavoltidine (loxtidine) Lupitidine Metiamide Mifentidine Niperotidine Nizatidine Osutidine Oxmetidine Pibutidine Quisultazine...
Word Count : 1144
Last Update: 2024-05-29T19:34:52Z
Isolamtidine Lafutidine Lamtidine Lavoltidine (loxtidine) Lupitidine Metiamide Mifentidine Niperotidine Nizatidine Osutidine Oxmetidine Pibutidine Quisultazine...
Word Count : 12545
Last Update: 2024-06-09T04:55:43Z
Isolamtidine Lafutidine Lamtidine Lavoltidine (loxtidine) Lupitidine Metiamide Mifentidine Niperotidine Nizatidine Osutidine Oxmetidine Pibutidine Quisultazine...
Word Count : 5375
Last Update: 2024-06-10T21:45:31Z
Isolamtidine Lafutidine Lamtidine Lavoltidine (loxtidine) Lupitidine Metiamide Mifentidine Niperotidine Nizatidine Osutidine Oxmetidine Pibutidine Quisultazine...
Word Count : 9106
Last Update: 2024-05-25T02:00:20Z
Isolamtidine Lafutidine Lamtidine Lavoltidine (loxtidine) Lupitidine Metiamide Mifentidine Niperotidine Nizatidine Osutidine Oxmetidine Pibutidine Quisultazine...
Word Count : 5296
Last Update: 2024-06-04T16:22:34Z
Isolamtidine Lafutidine Lamtidine Lavoltidine (loxtidine) Lupitidine Metiamide Mifentidine Niperotidine Nizatidine Osutidine Oxmetidine Pibutidine Quisultazine...
Word Count : 8710
Last Update: 2024-06-11T22:59:27Z
Isolamtidine Lafutidine Lamtidine Lavoltidine (loxtidine) Lupitidine Metiamide Mifentidine Niperotidine Nizatidine Osutidine Oxmetidine Pibutidine Quisultazine...
Word Count : 2161
Last Update: 2024-05-25T19:38:42Z
Isolamtidine Lafutidine Lamtidine Lavoltidine (loxtidine) Lupitidine Metiamide Mifentidine Niperotidine Nizatidine Osutidine Oxmetidine Pibutidine Quisultazine...
Word Count : 10014
Last Update: 2024-05-27T05:06:01Z
Isolamtidine Lafutidine Lamtidine Lavoltidine (loxtidine) Lupitidine Metiamide Mifentidine Niperotidine Nizatidine Osutidine Oxmetidine Pibutidine Quisultazine...
Word Count : 2563
Last Update: 2024-05-24T17:48:58Z
Isolamtidine Lafutidine Lamtidine Lavoltidine (loxtidine) Lupitidine Metiamide Mifentidine Niperotidine Nizatidine Osutidine Oxmetidine Pibutidine Quisultazine...
Word Count : 8668