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Chlorophenylbiguanide

From Wikipedia, the free encyclopedia
Chemical compound
Pharmaceutical compound
Chlorophenylbiguanide
Identifiers
  • 2-(3-Chlorophenyl)-1-(diaminomethylidene)guanidine
CAS Number
PubChemCID
IUPHAR/BPS
ChemSpider
UNII
ChEMBL
CompTox Dashboard(EPA)
Chemical and physical data
FormulaC8H12ClN5
Molar mass213.67 g·mol−1
3D model (JSmol)
  • c1ccc(Cl)cc1NC(=N)NC(=N)N
  • InChI=1S/C8H10ClN5/c9-5-3-1-2-4-6(5)13-8(12)14-7(10)11/h1-4H,(H6,10,11,12,13,14) checkY
  • Key:MKWFJPZMYHPQIA-UHFFFAOYSA-N checkY
  (verify)

meta-Chlorophenylbiguanide (1-(3-chlorophenylbiguanide,m-CPBG) is an allostericagonist andmodulator of the5-HT3 receptor[1][2][3] and anantagonist of theα2A-adrenergic receptor.[4] It hasanxiogenic,emetic andhypothermic effects in animal studies.[5][6][7][8]

See also

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References

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  1. ^Miles TF, Lester HA, Dougherty DA (2015)."Allosteric activation of the 5-HT3AB receptor by mCPBG".Neuropharmacology.91:103–8.doi:10.1016/j.neuropharm.2014.12.018.PMC 4312754.PMID 25541413.
  2. ^Michaelson SD, Paulsen IM, Kozuska JL, Martin IL, Dunn SM (2013). "Importance of recognition loops B and D in the activation of human 5-HT3 receptors by 5-HT and meta-chlorophenylbiguanide".Neuropharmacology.73:398–403.doi:10.1016/j.neuropharm.2013.06.017.PMID 23810831.S2CID 2883317.
  3. ^Suryanarayanan A, Joshi PR, Bikádi Z, Mani M, Kulkarni TR, Gaines C, Schulte MK (2005). "The loop C region of the murine 5-HT3A receptor contributes to the differential actions of 5-hydroxytryptamine and m-chlorophenylbiguanide".Biochemistry.44 (25):9140–9.doi:10.1021/bi050661e.PMID 15966738.
  4. ^Schlicker E, Kathmann M, Exner HJ, Detzner M, Göthert M (1994). "the 5-HT3 receptor agonist 1-(m-chlorophenyl)-biguanide facilitates noradrenaline release by blockade of alpha 2-adrenoceptors in the mouse brain cortex".Naunyn-Schmiedeberg's Archives of Pharmacology.349 (1):20–24.doi:10.1007/bf00178201.PMID 7908122.S2CID 8322690.
  5. ^Andrews N, File SE (1992). "Are there changes in sensitivity to 5-HT3 receptor ligands following chronic diazepam treatment?".Psychopharmacology.108 (3):333–7.doi:10.1007/BF02245120.PMID 1523283.S2CID 10407491.
  6. ^Dukat M, Young R, Darmani NN, Ahmed B, Glennon RA (June 2000). "The 5-HT3 agent N-(3-chlorophenyl)guanidine (MD-354) serves as a discriminative stimulus in rats and displays partial agonist character in a shrew emesis assay".Psychopharmacology.150 (2):200–7.doi:10.1007/s002130000410.PMID 10907673.S2CID 22484359.
  7. ^Castro L, Varjão B, Maldonado I, Campos I, Duque B, Fregoneze J, Reis de Oliveira I, De Castro-e-Silva E (November 2002)."Central 5-HT(3) receptors and water intake in rats".Physiology & Behavior.77 (2–3):349–59.doi:10.1016/S0031-9384(02)00872-7.PMID 12419412.S2CID 23055852.
  8. ^Naumenko VS, Kondaurova EM, Popova NK (November 2009)."Central 5-HT3 receptor-induced hypothermia in mice: interstrain differences and comparison with hypothermia mediated via 5-HT1A receptor".Neuroscience Letters.465 (1):50–4.doi:10.1016/j.neulet.2009.09.005.PMID 19735696.S2CID 26082449.

External links

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α1
Agonists
Antagonists
α2
Agonists
Antagonists
β
Agonists
Antagonists
5-HT1
5-HT1A
5-HT1B
5-HT1D
5-HT1E
5-HT1F
5-HT2
5-HT2A
5-HT2B
5-HT2C
5-HT37
5-HT3
5-HT4
5-HT5A
5-HT6
5-HT7


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