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SKF 91488 dihydrochloride

Histamine N-methyltransferase inhibitor CAS# 68941-21-9

SKF 91488 dihydrochloride

Catalog No. BCC6675----Order now to get a substantial discount!

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SKF 91488 dihydrochloride: 5mg $69 In Stock
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Chemical structure

SKF 91488 dihydrochloride

3D structure

Chemical Properties of SKF 91488 dihydrochloride

Cas No. 68941-21-9 SDF Download SDF
PubChem ID 11957708 Appearance Powder
Formula C7H19Cl2N3S M.Wt 248.21
Type of Compound N/A Storage Desiccate at -20°C
Solubility Soluble to 75 mM in DMSO
Chemical Name 4-(dimethylamino)butyl carbamimidothioate;dihydrochloride
SMILES CN(C)CCCCSC(=N)N.Cl.Cl
Standard InChIKey NPLHSMBWWIIWAQ-UHFFFAOYSA-N
Standard InChI InChI=1S/C7H17N3S.2ClH/c1-10(2)5-3-4-6-11-7(8)9;;/h3-6H2,1-2H3,(H3,8,9);2*1H
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

Biological Activity of SKF 91488 dihydrochloride

DescriptionHomolog of dimaprit; strong inhibitor of histamine N-methyltransferase. Exhibits no histamine agonist activity.

SKF 91488 dihydrochloride Dilution Calculator

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SKF 91488 dihydrochloride Molarity Calculator

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Preparing Stock Solutions of SKF 91488 dihydrochloride

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 4.0288 mL 20.1442 mL 40.2885 mL 80.5769 mL 100.7212 mL
5 mM 0.8058 mL 4.0288 mL 8.0577 mL 16.1154 mL 20.1442 mL
10 mM 0.4029 mL 2.0144 mL 4.0288 mL 8.0577 mL 10.0721 mL
50 mM 0.0806 mL 0.4029 mL 0.8058 mL 1.6115 mL 2.0144 mL
100 mM 0.0403 mL 0.2014 mL 0.4029 mL 0.8058 mL 1.0072 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

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References on SKF 91488 dihydrochloride

Effects of two histamine-N-methyltransferase inhibitors, SKF 91488 and BW 301 U, in rodent antinociception.[Pubmed:9089666]

Naunyn Schmiedebergs Arch Pharmacol. 1997 Mar;355(3):354-60.

We have previously reported that the histaminergic system is involved in the control of pain perception, and that substances able to enhance histamine brain levels, such as the histamine-N-methyltransferase inhibitor, metoprine, induce antinociception. In the present study, in order to corroborate the idea of inducing antinociception by inhibiting histamine catabolism, the effects of a noncompetitive histamine-N-methyltransferase inhibitor. SKF 91488, were studied in rodents by means of tests inducing three different kinds of noxious stimuli: thermal (mouse hot plate), chemical (mouse abdominal constrictions) and mechanical (rat paw pressure). The ability to react to noxious stimuli was assessed by the rota-rod test. In addition, a competitive inhibitor of the histamine catabolism enzyme, BW 301 U, was studied in the hot plate test. SKF 91488 (30, 50 and 100 micrograms per animal i.c.v.) raised dose-dependently the pain threshold in all three tests. To verify whether SKF 91488-induced antinociception is due to inhibition of histamine-N-methyltransferase, (R)-alpha-methylhistamine, described to block histamine release and synthesis by stimulating the histamine H3-autoreceptor and activating the negative feed-back mechanism, was used. When administered at doses which do not alter the pain threshold per se, 0.5 microgram per rat i.c.v. or 10 mg kg-1 i.p. in mice, (R)-alpha-methylhistamine was able to antagonize significantly the antinociceptive effect induced by 30 micrograms per animal i.c.v. of SKF 91488. BW 301 U (30 and 100 mg kg-1 i.p.) showed a dose-dependent, long-lasting antinociception, which was also antagonized by pretreatment with (R)-alpha-methylhistamine. The present data show that the antinociceptive effect previously described for metoprine is not restricted to this molecule, but is also shared by other histamine-N-methyl-transferase inhibitors. This generalization provides further evidence to the importance of the histaminergic system in pain control mechanisms.

Histamine N-methyltransferase controls the contractile response of guinea pig trachea to histamine.[Pubmed:1534842]

J Pharmacol Exp Ther. 1992 Jun;261(3):1268-72.

The contractile response of isolated guinea pig trachea to histamine was potentiated in the presence of the histamine N-methyltransferase (HMT) inhibitor SKF 91488, whereas the diamine oxidase inhibitor aminoguanidine was without effect. SKF 91488 shifted in a concentration-dependent fashion the concentration-response curves to histamine to lower concentrations with the maximum by 1 log unit. The trachea contained significant HMT activity (45.4 +/- 5.0 pmol/min/mg protein). In situ hybridization to detect HMT mRNA indicated that HMT mRNA was present in the epithelium and endothelium, being more abundant in the former. Removal of the epithelium shifted the concentration-response curves to histamine to lower concentrations by 0.8 log unit, and SKF 91488 caused only a slight shift of histamine concentration-response curves in tissues denuded of epithelium. These findings suggest that HMT regulates the contractile response of guinea pig trachea to histamine, and epithelial removal-induced bronchial hyperresponsiveness to histamine is largely explained by the loss of HMT in the epithelium.

Inhibition of histamine methylation in vivo by the dimaprit analog, SKF Compound 91488.[Pubmed:161853]

Agents Actions. 1979 Dec;9(5-6):455-60.

The Dimaprit analog, S-[4-(N,N-dimethylamino)-butyl]isothiurea (SKF Compound 91488), which is a noncompetitive inhibitor (Ki, 0.9 microM) of histamine-N-methyltransferase in vitro, inhibited the methylation of labeled histamine in mice. When administered in combination with the diamine oxidase inhibitor, aminoguanidine, an almost complete block of histamine metabolism was observed. The inhibition was dependent on dose of drug and was apparent with doses of 50 mg/kg and greater. Since Compound 91488 is reported to have no agonist activity of its own, the drug may help to identify the actions of histamine released from endogenous stores in response to physiological and pathological stimuli.

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