Thioperamide - CAS 106243-16-7
Category: Inhibitor
Please be kindly noted products are not for therapeutic use. We do not sell to patients.
Molecular Formula:
C15H24N4S
Molecular Weight:
292.44
COA:
Inquire
Targets:
Histamine Receptor
Description:
Thioperamide is a potent histamine H3 and H4 antagonist/inverse agonist (Ki = 25 and 27 nM for human recombinant H3 and H4 receptors, respectively). Thioperamide can cross the blood-brain barrier freely.
Brife Description:
histamine H3/H4 antagonist
Purity:
≥99% by HPLC
Synonyms:
N-Cyclohexyl-4-(imidazol-4-yl)-1-piperidinecarbothioamide
MSDS:
Inquire
InChIKey:
QKDDJDBFONZGBW-UHFFFAOYSA-N
InChI:
InChI=1S/C15H24N4S/c20-15(18-13-4-2-1-3-5-13)19-8-6-12(7-9-19)14-10-16-11-17-14/h10-13H,1-9H2,(H,16,17)(H,18,20)
Canonical SMILES:
C1CCC(CC1)NC(=S)N2CCC(CC2)C3=CN=CN3
1.Histamine H(3) receptor modulates nociception in a rat model of cholestasis.
Hasanein P Pharmacol Biochem Behav. 2010 Sep;96(3):312-6. doi: 10.1016/j.pbb.2010.05.023. Epub 2010 Jun 1.
Cholestasis is associated with changes including analgesia. The histaminergic system regulates pain perception. The involvement of histamine H(3) receptors in modulation of nociception in a model of elevated endogenous opioid tone, cholestasis, was investigated in this study using immepip and thioperamide as selective H(3) receptor agonist and antagonist respectively. Cholestasis was induced by ligation of main bile duct using two ligatures and transsection the duct between them. Cholestatic rats had increased tail-flick latencies (TFLs) compared to non-cholestatics. Administration of immepip (5 and 30mg/kg) and thioperamide (10 and 20mg/kg) to the cholestatic groups significantly increased and decreased TFLs compared to the saline treated cholestatic group. Immepip antinociception in cholestatic animals was attenuated by co-administration of naloxone. Immepip and thioperamide injections into non-cholestatic animals did not alter TFLs. At the doses used here, none of the drugs impaired motor coordination, as revealed by the rotarod test. The present data show that the histamine H(3) receptor system may be involved in the regulation of nociception during cholestasis in rats.
2.Cytokine responses of intraepithelial lymphocytes are regulated by histamine H(2) receptor.
Takagaki K;Osawa S;Horio Y;Yamada T;Hamaya Y;Takayanagi Y;Furuta T;Hishida A;Ikuma M J Gastroenterol. 2009;44(4):285-96. doi: 10.1007/s00535-009-0019-9. Epub 2009 Mar 10.
BACKGROUND: ;Histamine participates in the immune regulation of several gastrointestinal diseases. However, the effect of histamine on intestinal intraepithelial lymphocytes (IELs), the front line of the intestinal mucosal immune system, is not well understood. We examined whether histamine has a direct effect on cytokine production by IELs and the involvement of histamine receptor subtypes.;METHODS: ;Murine IELs were activated by PMA plus ionomycin with/without histamine. Secreted cytokines were measured and compared with those of splenocytes. Intracellular cytokines were detected by flow cytometry. Expression of histamine receptor subtypes in IELs was examined by RT-PCR.;RESULTS: ;Histamine H(1) receptor (H(1)R), H(2)R, and H(4)R, but not H(3)R mRNA were expressed on IELs. Histamine significantly decreased Th1-cytokine (IFN-gamma, TNF-alpha, and IL-2) and also IL-4 production in IELs as well as splenocytes. The selective H(2)R antagonist famotidine, but not the H(1)R antagonist pyrilamine nor the H(3)R/H(4)R antagonist thioperamide, competes with the inhibitory effect of histamine on these cytokine production in IELs. These suppressive effects of histamine were mimicked by a selective H(2)R/H(4)R agonist dimaprit.
3.Influence of imidazole replacement in different structural classes of histamine H(3)-receptor antagonists.
Meier G;Apelt J;Reichert U;Grassmann S;Ligneau X;Elz S;Leurquin F;Ganellin CR;Schwartz JC;Schunack W;Stark H Eur J Pharm Sci. 2001 Jun;13(3):249-59.
The reference compounds for histamine H(3)-receptor antagonists carry as a common feature an imidazole moiety substituted in the 4-position. Very recently novel ligands lacking an imidazole ring have been described possessing a N-containing non-aromatic heterocycle instead. In this study we investigated whether imidazole replacement, favourably by a piperidine moiety, is generally applicable to different structural classes of reference compounds, e.g., thioperamide, carboperamide, clobenpropit, FUB 181, ciproxifan, etc. While replacement led to a loss of affinity for many of the compounds, it was successfully applied to some ether derivatives. The piperidine analogues of FUB 181 and ciproxifan, 3-(4-chlorophenyl)propyl 3-piperidinopropyl ether hydrogen oxalate (6) and cyclopropyl 4-(3-piperidinopropyloxy)phenyl methanone hydrogen maleate (7), almost maintained in vitro affinities, pK(i) values of 7.8 and 8.4, respectively, and showed high potency in vivo after p.o. administration (ED(50) values of 1.6 and 0.18 mg/kg, respectively).
Molecular Weight Calculator Molarity Calculator Solution Dilution Calculator

Related Histamine Receptor Products


CAS 460746-46-7 ABT-239

ABT-239
(CAS: 460746-46-7)

ABT-239 is a novel, highly efficacious, non-imidazole class of H3R antagonist has been investigated as a treatment for ADHD, Alzheimer's disease, and schizophr...

CAS 129-74-8 Buclizine hydrochloride

Buclizine hydrochloride
(CAS: 129-74-8)

Buclizine hydrochloride is an antihistamine and anticholinergic of the piperazine derivative family.

CAS 460748-71-4 ABT 239 tartrate

ABT 239 tartrate
(CAS: 460748-71-4)

ABT 239 tartrate is a potent and selective histamine H3 receptor antagonist or inverse agonist.

CAS 1082954-71-9 A 987306

A 987306
(CAS: 1082954-71-9)

A 987306 is a potent histamine H4 receptor antagonist (pKi = 8.24 and 8.47 in human and rat H4 receptors, respectively) with 162-, 620-, and > 1600-fold selecti...

CAS 5636-83-9 Dimethindene

Dimethindene
(CAS: 5636-83-9)

Dimethindene is a selective histamine H1 antagonist. It binds to the histamine H1 receptor. It is an antiallergic drug and is used in hypersensitivity reactions...

CAS 6138-79-0 Triprolidine hydrochloride hydrate

Triprolidine hydrochloride hydrate
(CAS: 6138-79-0)

Triprolidine hydrochloride hydrate is a potent H1 histamine receptor antagonist. It is used in allergic rhinitis, urticaria and asthma. It is an over-the-counte...

CAS 3964-81-6 Azatadine

Azatadine
(CAS: 3964-81-6)

Azatadine is a new antihistamine acts as histamine for histamine H1- receptor inhibitor ( IC50 = 6.5 nM and 10 nM, respectively).

CAS 3614-69-5 Dimetindene maleate

Dimetindene maleate
(CAS: 3614-69-5)

Dimethindene is a histamine H1 antagonist of high potency used orally and locally as an antipruritic.

CAS 101189-47-3 CP66,948

CP66,948
(CAS: 101189-47-3)

CP66,948 is a histamine H2-receptor antagonist. It has gastric antisecretory activity and mucosal protective properties.

CAS 1163-36-6 Clemizole hydrochloride

Clemizole hydrochloride
(CAS: 1163-36-6)

The hydrochloride salt form of clemizole, which is a histamine H1 antagonist with antitumor activity. It also has hepatitis C antiviral effect through restraini...

CAS 87233-62-3 Emedastine Difumarate

Emedastine Difumarate
(CAS: 87233-62-3)

Emedastine is a H1 receptor antagonist. It is a second generation antihistamine. Emedastine can block the action of histamine that causes allergic symptoms. It ...

CAS 544707-20-2 JNJ 10181457 dihydrochloride

JNJ 10181457 dihydrochloride
(CAS: 544707-20-2)

The hydrochloride salt form of JNJ 10181457, which has been found to be a histamine H3 receptor inhibitor and could be a brain penetrant.

CAS 869497-75-6 JNJ 10191584 maleate

JNJ 10191584 maleate
(CAS: 869497-75-6)

The maleate salt form of JNJ 10191584, which has been found to be a selective histamine H4 receptor silent antagonist and could restrain mast cell and eosinophi...

CAS 34580-13-7 Ketotifen

Ketotifen
(CAS: 34580-13-7)

Ketotifen is a cycloheptathiophene blocker of histamine H1 receptors and release of inflammatory mediators, used as self-medication for the temporary relief of ...

CAS 23256-33-9 Dimaprit dihydrochloride

Dimaprit dihydrochloride
(CAS: 23256-33-9)

The hydrochloride salt form of Dimaprit, which has been found to be a histamine H2 receptor agonist.

CAS 135-87-5 Piperoxane hydrochloride

Piperoxane hydrochloride
(CAS: 135-87-5)

Piperoxan is an antihistamine drug which is derived from benzodioxan. At first it was investigated by Fourneau as an α-adrenergic-blocking agent, then they foun...

CAS 720690-73-3 GSK 189254A

GSK 189254A
(CAS: 720690-73-3)

GSK-189,254 is a H3 histamine receptor inverse agonist. It has subnanomolar affinity for the H3 receptor with Ki of 0.2nM. It possesses stimulant and nootropic ...

CAS 544707-19-9 JNJ10181457 dihydrochloride

JNJ10181457 dihydrochloride
(CAS: 544707-19-9)

JNJ10181457 dihydrochloride is a selective non-imidazole brain penetrant histamine H3 receptor antagonist with pKi values of 8.15 and 8.93 for rat and human H3 ...

CAS 90729-43-4 Ebastine

Ebastine
(CAS: 90729-43-4)

Ebastine is a nonsedating type histamine H1-receptor antagonist.

CAS 1028327-66-3 VUF10460

VUF10460
(CAS: 1028327-66-3)

VUF10460 is a specific non-imidazole histamine H4 receptor agonist (pKi= 7.46, 8.22 for rat H4 receptor and human H4 receptor respectively) with 50-fold selecti...

Chemical Structure

CAS 106243-16-7 Thioperamide

Quick Inquiry

Verification code

Featured Items