Chemistry:Chlorophenylbiguanide

Chlorophenylbiguanide
Identifiers
	IUPAC name 2-(3-chlorophenyl)-1-(diaminomethylidene)guanidine;
CAS Number	48144-44-1 ;
PubChem CID	1354;
IUPHAR/BPS	2287;
ChemSpider	27570 ;
UNII	910A4X901V;
ChEMBL	ChEMBL42752 ;
Chemical and physical data
Formula	C8H12ClN5
Molar mass	213.67 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES c1ccc(Cl)cc1NC(=N)NC(=N)N;
	InChI 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) ; Key:MKWFJPZMYHPQIA-UHFFFAOYSA-N ;
	(verify)

Short description: Chemical compound

meta-Chlorophenylbiguanide (1-(3-Chlorophenylbiguanide, m-CPBG) is an allosteric agonist and modulator of the 5-HT₃ receptor^[1]^[2]^[3] and an antagonist of the α_2A-adrenergic receptor.^[4] It has anxiogenic, emetic and hypothermic effects in animal studies.^[5]^[6]^[7]^[8]

References

↑ "Allosteric activation of the 5-HT3AB receptor by mCPBG". Neuropharmacology 91: 103–8. 2015. doi:10.1016/j.neuropharm.2014.12.018. PMID 25541413.
↑ "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. 2013. doi:10.1016/j.neuropharm.2013.06.017. PMID 23810831.
↑ "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. 2005. doi:10.1021/bi050661e. PMID 15966738.
↑ "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. 1994. doi:10.1007/bf00178201. PMID 7908122.
↑ "Are there changes in sensitivity to 5-HT3 receptor ligands following chronic diazepam treatment?". Psychopharmacology 108 (3): 333–7. 1992. doi:10.1007/BF02245120. PMID 1523283.
↑ "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. June 2000. doi:10.1007/s002130000410. PMID 10907673.
↑ "Central 5-HT(3) receptors and water intake in rats". Physiology & Behavior 77 (2–3): 349–59. November 2002. doi:10.1016/S0031-9384(02)00872-7. PMID 12419412. http://www.repositorio.ufba.br/ri/handle/ri/7456.
↑ "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. November 2009. doi:10.1016/j.neulet.2009.09.005. PMID 19735696.

External links

0.00

(0 votes)

Original source: https://en.wikipedia.org/wiki/Chlorophenylbiguanide. Read more

[pmid25541413-1] "Allosteric activation of the 5-HT3AB receptor by mCPBG". Neuropharmacology 91: 103–8. 2015. doi:10.1016/j.neuropharm.2014.12.018. PMID 25541413.

[pmid23810831-2] "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. 2013. doi:10.1016/j.neuropharm.2013.06.017. PMID 23810831.

[pmid15966738-3] "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. 2005. doi:10.1021/bi050661e. PMID 15966738.

[pmid7908122-4] "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. 1994. doi:10.1007/bf00178201. PMID 7908122.

[pmid1523283-5] "Are there changes in sensitivity to 5-HT3 receptor ligands following chronic diazepam treatment?". Psychopharmacology 108 (3): 333–7. 1992. doi:10.1007/BF02245120. PMID 1523283.

[pmid10907673-6] "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. June 2000. doi:10.1007/s002130000410. PMID 10907673.

[pmid12419412-7] "Central 5-HT(3) receptors and water intake in rats". Physiology & Behavior 77 (2–3): 349–59. November 2002. doi:10.1016/S0031-9384(02)00872-7. PMID 12419412. http://www.repositorio.ufba.br/ri/handle/ri/7456.

[pmid19735696-8] "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. November 2009. doi:10.1016/j.neulet.2009.09.005. PMID 19735696.

[1]

[2]

[3]

[4]

[5]

[6]

[7]

[8]

v t e Adrenergic receptor modulators
α₁	Agonists: 6-FNE Amidephrine Anisodine Buspirone Cirazoline Corbadrine Desglymidodrine Dexisometheptene Dipivefrine Dopamine Droxidopa (L-DOPS) Ephedrine Epinephrine Etilefrine Etilevodopa Ethylnorepinephrine Indanidine Isometheptene L-DOPA (levodopa) L-Phenylalanine L-Tyrosine Melevodopa Metaraminol Methoxamine Methyldopa Midodrine Naphazoline Norepinephrine Octopamine (drug) Oxymetazoline Phenylephrine Phenylpropanolamine Pseudoephedrine Synephrine Tetryzoline Tiamenidine XP21279 Xylometazoline Antagonists: Abanoquil Adimolol Ajmalicine Alfuzosin Amosulalol Anisodamine Arotinolol Atiprosin Atypical antipsychotics (e.g., brexpiprazole, clozapine,Chemistry:Olanzapine
α₂	Agonists: (R)-3-Nitrobiphenyline 4-NEMD 6-FNE Amitraz Apraclonidine Brimonidine Cannabivarin Clonidine Corbadrine Detomidine Dexmedetomidine Dihydroergotamine Dipivefrine Dopamine Droxidopa (L-DOPS) Etilevodopa Ephedrine Ergotamine Epinephrine Etilefrine Ethylnorepinephrine Guanabenz Guanfacine Guanoxabenz L-DOPA (levodopa) L-Phenylalanine L-Tyrosine Lofexidine Medetomidine Melevodopa Methyldopa Mivazerol Naphazoline Norepinephrine Oxymetazoline Phenylpropanolamine Piperoxan Pseudoephedrine Rezatomidine Rilmenidine Romifidine Talipexole Tasipimidine Tetrahydrozoline Tiamenidine Tizanidine Tolonidine Urapidil Vatinoxan XP21279 Xylazine Xylometazoline Antagonists: 1-PP Adimolol Amesergide Aptazapine Atipamezole Atypical antipsychotics (e.g., asenapine, Chemistry:Brexpiprazole
β	Agonists: Abediterol Alifedrine Amibegron Arbutamine Arformoterol Arotinolol BAAM Bambuterol Befunolol Bitolterol Broxaterol Buphenine Carbuterol Carmoterol Cimaterol Clenbuterol Colterol Corbadrine Denopamine Dipivefrine Dobutamine Dopamine Dopexamine Droxidopa (L-DOPS) Ephedrine Epinephrine Etafedrine Etilefrine Etilevodopa Ethylnorepinephrine Fenoterol Formoterol Hexoprenaline Higenamine Indacaterol Isoetarine Isoprenaline Isoxsuprine L-DOPA (levodopa) L-Phenylalanine L-Tyrosine Levosalbutamol Mabuterol Melevodopa Methoxyphenamine Methyldopa Mirabegron Norepinephrine Orciprenaline Oxyfedrine PF-610355 Phenylpropanolamine Pirbuterol Prenalterol Ractopamine Procaterol Pseudoephedrine Reproterol Rimiterol Ritodrine Salbutamol Salmeterol Solabegron Terbutaline Tretoquinol Tulobuterol Vilanterol Xamoterol XP21279 Zilpaterol Zinterol Antagonists: Acebutolol Adaprolol Adimolol Afurolol Alprenolol Alprenoxime Amosulalol Ancarolol Arnolol Arotinolol Atenolol Befunolol Betaxolol Bevantolol Bisoprolol Bopindolol Bornaprolol Brefonalol Bucindolol Bucumolol Bufetolol Bufuralol Bunitrolol Bunolol Bupranolol Butaxamine Butidrine Butofilolol Capsinolol Carazolol Carpindolol Carteolol Carvedilol Celiprolol Cetamolol Cicloprolol Cinamolol Cloranolol Cyanopindolol Dalbraminol Dexpropranolol Diacetolol Dichloroisoprenaline Dihydroalprenolol Dilevalol Diprafenone Draquinolol Ecastolol Epanolol Ericolol Ersentilide Esatenolol Esprolol Eugenodilol Exaprolol Falintolol Flestolol Flusoxolol Hydroxycarteolol Hydroxytertatolol ICI-118,551 Idropranolol Indenolol Indopanolol Iodocyanopindolol Iprocrolol Isoxaprolol Isamoltane Labetalol Landiolol Levobetaxolol Levobunolol Levomoprolol Medroxalol Mepindolol Metipranolol Metoprolol Moprolol Nadolol Nadoxolol Nebivolol Nifenalol Nipradilol Oxprenolol Pacrinolol Pafenolol Pamatolol Pargolol Penbutolol Pindolol Practolol Primidolol Procinolol Pronethalol Propafenone Propranolol Ridazolol Ronactolol Soquinolol Sotalol Spirendolol SR 59230A Sulfinalol Talinolol Tazolol Tertatolol Tienoxolol Tilisolol Timolol Tiprenolol Tolamolol Toliprolol Xibenolol Xipranolol

Anonymous

Search

Chemistry:Chlorophenylbiguanide

Namespaces

More

Page actions

See also

References

External links

Navigation

Navigation

Help

Translate

Wiki tools

Wiki tools

Identifiers

IUPAC name 2-(3-chlorophenyl)-1-(diaminomethylidene)guanidine
CAS Number	48144-44-1^Y
PubChem CID	1354
IUPHAR/BPS	2287
ChemSpider	27570^Y
UNII	910A4X901V
ChEMBL	ChEMBL42752^Y
Chemical and physical data
Formula	C₈H₁₂ClN₅
Molar mass	213.67 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES c1ccc(Cl)cc1NC(=N)NC(=N)N
InChI 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)^Y Key:MKWFJPZMYHPQIA-UHFFFAOYSA-N^Y
(verify)

Anonymous

Search

Chemistry:Chlorophenylbiguanide

See also

References

External links

Navigation

Wiki tools

Page tools

Other projects

Categories