Metiamide

Modify Date: 2024-01-11 15:10:02

Metiamide Structure
Metiamide structure
Common Name Metiamide
CAS Number 34839-70-8 Molecular Weight 244.380
Density 1.2±0.1 g/cm3 Boiling Point 463.0±55.0 °C at 760 mmHg
Molecular Formula C9H16N4S2 Melting Point N/A
MSDS N/A Flash Point 233.8±31.5 °C

 Use of Metiamide


Metiamide is a histamine H2-receptor antagonist developed from another H2 antagonist, burimamide.IC50 Value: 0.92 uM (Ki with glycolaldehyde as the varied substrate for E3)Target: H2 receptorMetiamide is an intermediate compound in the development of the successful anti-ulcer drug cimetidine. in vitro: Metiamide is a competitive with aldehyde substrates and noncompetitive with the Human E3 Aldehyde Dehydrogenase coenzyme, binding to both the free E3 isozyme and the enzyme·coenzyme binary complex withK i values of 0.92 μM glycolaldehyde as the varied substrate[1]. Data was got as percentage change in GTPase activity induced by metiamide compared with the GTPase activity stimulated by HA (100 μM)[2]. in vivo: Metiamide is a histamine H2-receptor antagonist. It reduces basal and nocturnal gastric acid secretion and a reduction in gastric volume, acidity, and amount of gastric acid released in response to stimuli including food, caffeine, insulin, betazole, or pentagastrin. Metiamide inhibits many of the isoenzymes of the hepatic CYP450 enzyme system. Other actions of Metiamide include an increase in gastric bacterial flora such as nitrate-reducing organisms.

 Names

Name 1-methyl-3-[2-[(5-methyl-1H-imidazol-4-yl)methylsulfanyl]ethyl]thiourea
Synonym More Synonyms

 Metiamide Biological Activity

Description Metiamide is a histamine H2-receptor antagonist developed from another H2 antagonist, burimamide.IC50 Value: 0.92 uM (Ki with glycolaldehyde as the varied substrate for E3)Target: H2 receptorMetiamide is an intermediate compound in the development of the successful anti-ulcer drug cimetidine. in vitro: Metiamide is a competitive with aldehyde substrates and noncompetitive with the Human E3 Aldehyde Dehydrogenase coenzyme, binding to both the free E3 isozyme and the enzyme·coenzyme binary complex withK i values of 0.92 μM glycolaldehyde as the varied substrate[1]. Data was got as percentage change in GTPase activity induced by metiamide compared with the GTPase activity stimulated by HA (100 μM)[2]. in vivo: Metiamide is a histamine H2-receptor antagonist. It reduces basal and nocturnal gastric acid secretion and a reduction in gastric volume, acidity, and amount of gastric acid released in response to stimuli including food, caffeine, insulin, betazole, or pentagastrin. Metiamide inhibits many of the isoenzymes of the hepatic CYP450 enzyme system. Other actions of Metiamide include an increase in gastric bacterial flora such as nitrate-reducing organisms.
Related Catalog
References

[1]. Alexandra Kikonyogo ,Regina Pietruszko, Cimetidine and Other H2-Receptor Antagonists as Inhibitors of Human E3 Aldehyde Dehydrogenase. Molecular Pharmacology 1997; 52: 2267-271.

[2]. Hendrik Preuss, Prasanta Ghorai1, Anja Kraus, Constitutive Activity and Ligand Selectivity of Human, Guinea Pig, Rat, and Canine Histamine H2 Receptors. JPET 2007 vol. 321no. 3 983-995.

 Chemical & Physical Properties

Density 1.2±0.1 g/cm3
Boiling Point 463.0±55.0 °C at 760 mmHg
Molecular Formula C9H16N4S2
Molecular Weight 244.380
Flash Point 233.8±31.5 °C
Exact Mass 244.081635
PSA 110.13000
LogP 0.65
Vapour Pressure 0.0±1.1 mmHg at 25°C
Index of Refraction 1.627
Storage condition 2-8℃

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
YT7750000
CHEMICAL NAME :
Urea, 1-methyl-3-(2-(((5-methylimidazol-4-yl)methyl)thio)et hyl)-2-thio-
CAS REGISTRY NUMBER :
34839-70-8
LAST UPDATED :
198703
DATA ITEMS CITED :
5
MOLECULAR FORMULA :
C9-H16-N4-S2
MOLECULAR WEIGHT :
244.41
WISWESSER LINE NOTATION :
T5M CNJ D1S2MYUS&M1 E1

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
1493 mg/kg
TOXIC EFFECTS :
Lungs, Thorax, or Respiration - dyspnea
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
142 mg/kg
TOXIC EFFECTS :
Lungs, Thorax, or Respiration - dyspnea
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
2642 mg/kg
TOXIC EFFECTS :
Lungs, Thorax, or Respiration - dyspnea
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
130 mg/kg
TOXIC EFFECTS :
Behavioral - antipsychotic Lungs, Thorax, or Respiration - respiratory depression

MUTATION DATA

TYPE OF TEST :
DNA inhibition
TEST SYSTEM :
Human Cells - not otherwise specified
DOSE/DURATION :
1 umol/L
REFERENCE :
JIDEAE Journal of Investigative Dermatology. (Williams & Wilkins Co., 428 E. Preston St., Baltimore, MD 21202) V.1- 1938- Volume(issue)/page/year: 65,400,1975

 Safety Information

HS Code 2933290090

 Synthetic Route

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Metiamide Structure

Metiamide

CAS#:34839-70-8

Literature: US3954982 A1, ; US 3954982 A

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Metiamide Structure

Metiamide

CAS#:34839-70-8

Literature: US4000302 A1, ; US 4000302 A

 Customs

HS Code 2933290090
Summary 2933290090. other compounds containing an unfused imidazole ring (whether or not hydrogenated) in the structure. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

 Synonyms

metiamide
Thiourea, N-methyl-N'-[2-[[(5-methyl-1H-imidazol-4-yl)methyl]thio]ethyl]-
Metiamidum
Metiamida
SK&Methiamide
Thiourea, N-methyl-N'-(2-(((5-methyl-1H-imidazol-4-yl)methyl)thio)ethyl)-
1-Methyl-3-(2-{[(4-methyl-1H-imidazol-5-yl)methyl]sulfanyl}ethyl)thiourea