A histamine H1 receptor agonist
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HTMT (maleate)

Item No. 29018

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
6-[[2-(1H-imidazol-5-yl)ethyl]amino]-N-[4-(trifluoromethyl)phenyl]-heptanamide, 2Z-butenedioate
CAS Number
195867-54-0
Synonyms
  • Histamine trifluromethyl toluidine
Molecular Formula
C19H25F3N4O • 2C4H4O4
Formula Weight
614.6
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 25 mg/mlEthanol: 10 mg/mlPBS (pH 7.2): 10 mg/ml
λmax
250 nm
SMILES
FC(F)(F)C1=CC=C(NC(CCCCC(C)NCCC2=CN=CN2)=O)C=C1.O=C(O)/C=C\C(O)=O.O=C(O)/C=C\C(O)=O
InChi Code
InChI=1S/C19H25F3N4O.2C4H4O4/c1-14(24-11-10-17-12-23-13-25-17)4-2-3-5-18(27)26-16-8-6-15(7-9-16)19(20,21)22;2*5-3(6)1-2-4(7)8/h6-9,12-14,24H,2-5,10-11H2,1H3,(H,23,25)(H,26,27);2*1-2H,(H,5,6)(H,7,8)/b;2*2-1-
InChi Key
ODAOZWTYNWZSBY-SPIKMXEPSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    1 mg

    $36

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    5 mg

    $120

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    10 mg

    $169

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    25 mg

    $378

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    Product Description

    HTMT is a histamine H1 receptor agonist.1 It also binds to the histamine H4 receptor (Ki = 1.2 µM) but does not increase calcium mobilization in HEK293 cells expressing the receptor at 10 µM.2 HTMT increases intracellular calcium and inositol phosphate levels (EC50s = 19 and 30 µM, respectively) in human peripheral blood lymphocytes.3 It increases proliferation of immortalized mouse small, but not large, cholangiocytes, when used at a concentration of 10 µM.4 HTMT (10 µg/kg twice per day) increases levels of sheep red blood cell-induced IgG and IgM antibodies in rabbit serum.5 It induces scratching in mice when administered at an intradermal dose of 0.2 µmol, an effect that is reduced by the H1 receptor antagonist terfenadine (Item No. 20305).6

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Shayo, C., Fernandez, N., Legnazzi, B.L., et al. Histamine H2 receptor desensitization: Involvement of a select array of G protein-coupled receptor kinases. Mol. Pharmacol. 60(5), 1049-1056 (2001).

    2. Zhu, Y., Michalovich, D., Wu, H., et al. Cloning, expression, and pharmacological characterization of a novel human histamine receptor. Mol. Pharmacol. 59(3), 434-441 (2001).

    3. Qiu, R., Melmon, K.L., and Kahn, M.M. Effects of histamine-trifluoromethyl-toluidide derivative (HTMT) on intracellular calcium in human lymphocytes. J. Pharmacol. Exp. Ther. 253(3), 1245-1252 (1990).

    4. Francis, H., Glaser, S., Demorrow, S., et al. Small mouse cholangiocytes proliferate in response to H1 histamine receptor stimulation by activation of the IP3/CaMK I/CREB pathway. Am. J. Physiol. Cell Physiol. 295(2), C499-C513 (2008).

    5. Tripathi, T., Shahid, M., Khan, H.M., et al. Modulation of in vivo immunoglobulin production by endogenous histamine and H1R and H2R agonists and antagonists. Pharmacol. Rep. 62(5), 917-925 (2010).

    6. Bell, J.K., McQueen, D.S., and Rees, J.L. Involvement of histamine H4 and H1 receptors in scratching induced by histamine receptor agonists in BalbC mice. Br. J. Pharmacol. 142(2), 374-380 (2004).