Impromidine

    WARNING: This product is for research use only, not for human or veterinary use.

MedKoo CAT#: 584455

CAS#: 55273-05-7

Description: Impromidine is a highly potent and specific histamine H2 receptor agonist. It has been used diagnostically as a gastric secretion indicator.

Chemical Structure

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Impromidine
CAS# 55273-05-7
Instruction

Theoretical Analysis

MedKoo Cat#: 584455
Name: Impromidine
CAS#: 55273-05-7
Chemical Formula: C14H23N7S
Exact Mass: 321.17
Molecular Weight: 321.447
Elemental Analysis: C, 52.31; H, 7.21; N, 30.50; S, 9.97

Price and Availability

This product is not in stock, which may be available by custom synthesis. For cost-effective reason, minimum order is 1g (price is usually high, lead time is 2~3 months, depending on the technical challenge). Quote less than 1g will not be provided. To request quote, please email to sales @medkoo.com or click below button.
Note: Price will be listed if it is available in the future.

Request quote for custom synthesis

Synonym: Impromidine; Impromidina; Impromidinum

IUPAC/Chemical Name: Guanidine, N-(3-(1H-imidazol-4-yl)propyl)-N'-(2-(((5-methyl-1H-imidazol-4-yl)methyl)thio)ethyl)-

InChi Key: MURRAGMMNAYLNA-UHFFFAOYSA-N

InChi Code: InChI=1S/C14H23N7S/c1-11-13(21-10-19-11)8-22-6-5-18-14(15)17-4-2-3-12-7-16-9-20-12/h7,9-10H,2-6,8H2,1H3,(H,16,20)(H,19,21)(H3,15,17,18)

SMILES Code: N=C(NCCSCC1=C(C)NC=N1)NCCCC2=CNC=N2

Appearance: Solid powder

Purity: >98% (or refer to the Certificate of Analysis)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility: Soluble in DMSO

Shelf Life: >2 years if stored properly

Drug Formulation: This drug may be formulated in DMSO

Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code: 2934.99.9001

More Info:

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 321.45 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol:
In vitro protocol:
In vivo protocol:

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1: Buschauer A, Lachenmayr F, Schunack W. Synthesis and histamine H2-receptor activity of heterocyclic impromidine analogues. Pharmazie. 1992 Feb;47(2):86-91. PubMed PMID: 1353262.

2: Leslie GB, Owen DA, Pollitt FD, Sutton TJ, Walker TF. Short-term toxicological studies with impromidine (SK&F 92676): a specific histamine H2-receptor agonist. J Appl Toxicol. 1982 Oct;2(5):265-8. PubMed PMID: 6223952.

3: Bangerter U, Schlup M, Liechti M, Häcki WH, Halter F. Clinical experience with impromidine, a highly specific H2-receptor agonist. Digestion. 1981;22(4):196-202. PubMed PMID: 6458522.

4: Nowak JZ. Impromidine-induced hypothermia in rats: effect of cimetidine and mianserine. Agents Actions. 1982 Apr;12(1-2):148-52. PubMed PMID: 6282072.

5: Baumann G, Felix SB, Heidecke CD, Riess G, Loher U, Ludwig L, Blömer H. Apparent superiority of H2-receptor stimulation and simultaneous beta-blockade over conventional treatment with beta-sympathomimetic drugs in post-acute myocardial infarction: cardiac effects of impromidine--a new specific H2-receptor agonist-in the surviving catecholamine-insensitive myocardium. Agents Actions. 1984 Oct;15(3-4):216-28. PubMed PMID: 6151806.

6: Xie SX, Schalkhausser F, Ye QZ, Seifert R, Buschauer A. Effects of impromidine- and arpromidine-derived guanidines on recombinant human and guinea pig histamine H1 and H2 receptors. Arch Pharm (Weinheim). 2007 Jan;340(1):9-16. PubMed PMID: 17206612.

7: Baumann G, Felix SB, Schrader J, Heidecke CD, Riess G, Erhardt WD, Ludwig L, Loher U, Sebening F, Blömer H. Cardiac contractile and metabolic effects mediated via the myocardial H2-receptor adenylate cyclase system. Characterization of two new specific H2-receptor agonists, impromidine and dimaprit, in the guinea pig and human myocardium. Res Exp Med (Berl). 1981;179(1):81-98. PubMed PMID: 6267675.

8: Boertje SB, Le Beau D, Ward S. Impromidine-induced changes in the permeability of the blood-brain barrier of normotensive and spontaneously hypertensive rats. Res Commun Chem Pathol Pharmacol. 1990 Aug;69(2):249-52. PubMed PMID: 1975703.

9: English TA, Gristwood RW, Owen DA, Wallwork J. Impromidine is a partial histamine H2-receptor agonist on human ventricular myocardium. Br J Pharmacol. 1986 Oct;89(2):335-40. PubMed PMID: 2946343; PubMed Central PMCID: PMC1917005.

10: Bugajski J, Gadek A. Effect of intracerebroventricular impromidine on pituitary-adrenocortical response to stress in rats. Agents Actions. 1984 Jun;14(5-6):569-73. PubMed PMID: 6236678.

11: Bank L, Marks IN, Lipschitz E, Bortz D. Effect of mepyramine on the untoward side-effects of impromidine. S Afr Med J. 1984 Aug 18;66(7):262-4. PubMed PMID: 6235604.

12: Curwain BP, Turner NC. Comparison of the agonist activity of impromidine (SK & F 92676) in anaesthetized rabbits and on the rabbit isolated fundic mucosa. Br J Pharmacol. 1981 Aug;73(4):917-9. PubMed PMID: 6456031; PubMed Central PMCID: PMC2071484.

13: Bertaccini G, Coruzzi G. Effect of impromidine (SK&F 92676) on the isolated papillary muscle of the guinea-pig. Br J Pharmacol. 1981 Feb;72(2):197-9. PubMed PMID: 6452187; PubMed Central PMCID: PMC2071505.

14: Peden NR, Boyd EJ, Callachan H, Shepherd DM, Wormsley KG. The effects of impromidine and pentagastrin on gastric output of histamine, acid and pepsin in man. Hepatogastroenterology. 1982 Feb;29(1):30-4. PubMed PMID: 6212525.

15: Aksulu HE, Ercan ZS, Türker RK. A comparative study with impromidine (SKF 92676), a potent agonist for histamine H2-receptors. Agents Actions. 1979 Dec;9(5-6):461-6. PubMed PMID: 161854.

16: Brenna E, Tielemans Y, Kleveland PM, Sandvik AK, Willems G, Waldum HL. Effect of the histamine-2 agonist impromidine on stem cell proliferation of rat oxyntic mucosa. Scand J Gastroenterol. 1995 Apr;30(4):311-4. PubMed PMID: 7610344.

17: Ye Y, Chen X, Wang S. [The relationship between H2 receptor of airways and the pathogenesis of bronchial asthma]. Zhonghua Jie He He Hu Xi Za Zhi. 1995 Jun;18(3):146-8, 189. Chinese. PubMed PMID: 8565080.

18: McIsaac RL, Johnston BJ, Flannery MC. Dose-response curve analysis of gastric secretory responses in the dog and man to impromidine: a new histamine-H2-receptor agonist. J Pharmacol Exp Ther. 1983 Apr;225(1):186-90. PubMed PMID: 6131998.

19: Owen DA, Pipkin MA. Haemodynamic studies with impromidine in anaesthetised cats and rats. J Cardiovasc Pharmacol. 1983 Jul-Aug;5(4):568-73. PubMed PMID: 6193352.

20: Elz S, Schunack W. [Impromidine-analogous guanidines: synthesis and activity at the histamine H2-receptor. 29. Histamine analogs]. Arzneimittelforschung. 1988 Mar;38(3):327-32. German. PubMed PMID: 2898245.