Pitrazepin References

Pitrazepin
Clinical data
Pregnancy; category	?;
Routes of; administration	?
ATC code	none;
Legal status
Legal status	In general: uncontrolled;
Identifiers
	IUPAC name 3-(piperazin-1-yl)-9H-dibenzo[c,f][1,2,4]triazolo[4,3-a]azepine;
CAS Number	90685-01-1 ;
PubChem CID	146222;
ChemSpider	128982;
UNII	4KHA9U8INV;
CompTox Dashboard ( EPA)	DTXSID90238239 ;
Chemical and physical data
Formula	C19H19N5
Molar mass	317.396 g·mol−1
3D model ( JSmol)	Interactive image;
	SMILES n4nc(N1CCNCC1)n5c2ccccc2Cc3ccccc3c45;

Pitrazepin is a competitive GABA_A and glycine receptor antagonist.^[1]^[2]^[3] It has been used to study insect and snail nervous systems in scientific research.^[4]^[5]^[6]^[7]^[8]^[9]

References

^ Gähwiler BH, Maurer R, Wüthrich HJ (April 1984). "Pitrazepin, a novel GABAA antagonist". Neuroscience Letters. 45 (3): 311–6. doi: 10.1016/0304-3940(84)90244-1. PMID 6328380. S2CID 45153546.
^ Braestrup C, Nielsen M (November 1985). "Interaction of pitrazepin with the GABA/benzodiazepine receptor complex and with glycine receptors". European Journal of Pharmacology. 118 (1–2): 115–21. doi: 10.1016/0014-2999(85)90669-7. PMID 3002806.
^ Curtis DR, Gynther BD (November 1986). "Pitrazepin: a central glycine and GABA antagonist". European Journal of Pharmacology. 131 (2–3): 311–3. doi: 10.1016/0014-2999(86)90590-X. PMID 3816960.
^ Anthony NM, Harrison JB, Sattelle DB (1993). "GABA receptor molecules of insects". Exs. 63: 172–209. doi: 10.1007/978-3-0348-7265-2_8. ISBN 978-3-0348-7267-6. PMID 7678525.
^ Sattelle DB, Pinnock RD, Wafford KA, David JA (January 1988). "GABA receptors on the cell-body membrane of an identified insect motor neuron". Proceedings of the Royal Society B. 232 (1269): 443–56. Bibcode: 1988RSPSB.232..443S. doi: 10.1098/rspb.1988.0006. PMID 2451252. S2CID 40290279.
^ Murphy VF, Wann KT (November 1988). "The action of GABA receptor agonists and antagonists on muscle membrane conductance in Schistocerca gregaria". British Journal of Pharmacology. 95 (3): 713–22. doi: 10.1111/j.1476-5381.1988.tb11697.x. PMC 1854212. PMID 2850061.
^ Zhang W, Han XY, Wong SM, Takeuchi H (January 1997). "Pharmacologic characteristics of excitatory gamma-amino-butyric acid (GABA) receptors in a snail neuron". General Pharmacology. 28 (1): 45–53. doi: 10.1016/S0306-3623(96)00152-8. PMID 9112076.
^ Kim KH, Takeuchi H (June 1990). "Pharmacological characteristics of two different types of inhibitory GABA receptors on Achatina fulica neurones". European Journal of Pharmacology. 182 (1): 49–62. doi: 10.1016/0014-2999(90)90492-O. PMID 2169426.
^ Takeuchi H (September 1992). "Sensitivities of Achatina giant neurones to putative amino acid neurotransmitters". Comparative Biochemistry and Physiology C. 103 (1): 1–12. doi: 10.1016/0742-8413(92)90219-w. PMID 1360362.

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[pmid6328380-1] Gähwiler BH, Maurer R, Wüthrich HJ (April 1984). "Pitrazepin, a novel GABAA antagonist". Neuroscience Letters. 45 (3): 311–6. doi: 10.1016/0304-3940(84)90244-1. PMID 6328380. S2CID 45153546.

[pmid3002806-2] Braestrup C, Nielsen M (November 1985). "Interaction of pitrazepin with the GABA/benzodiazepine receptor complex and with glycine receptors". European Journal of Pharmacology. 118 (1–2): 115–21. doi: 10.1016/0014-2999(85)90669-7. PMID 3002806.

[pmid3816960-3] Curtis DR, Gynther BD (November 1986). "Pitrazepin: a central glycine and GABA antagonist". European Journal of Pharmacology. 131 (2–3): 311–3. doi: 10.1016/0014-2999(86)90590-X. PMID 3816960.

[pmid7678525-4] Anthony NM, Harrison JB, Sattelle DB (1993). "GABA receptor molecules of insects". Exs. 63: 172–209. doi: 10.1007/978-3-0348-7265-2_8. ISBN 978-3-0348-7267-6. PMID 7678525.

[pmid2451252-5] Sattelle DB, Pinnock RD, Wafford KA, David JA (January 1988). "GABA receptors on the cell-body membrane of an identified insect motor neuron". Proceedings of the Royal Society B. 232 (1269): 443–56. Bibcode: 1988RSPSB.232..443S. doi: 10.1098/rspb.1988.0006. PMID 2451252. S2CID 40290279.

[pmid2850061-6] Murphy VF, Wann KT (November 1988). "The action of GABA receptor agonists and antagonists on muscle membrane conductance in Schistocerca gregaria". British Journal of Pharmacology. 95 (3): 713–22. doi: 10.1111/j.1476-5381.1988.tb11697.x. PMC 1854212. PMID 2850061.

[pmid9112076-7] Zhang W, Han XY, Wong SM, Takeuchi H (January 1997). "Pharmacologic characteristics of excitatory gamma-amino-butyric acid (GABA) receptors in a snail neuron". General Pharmacology. 28 (1): 45–53. doi: 10.1016/S0306-3623(96)00152-8. PMID 9112076.

[pmid2169426-8] Kim KH, Takeuchi H (June 1990). "Pharmacological characteristics of two different types of inhibitory GABA receptors on Achatina fulica neurones". European Journal of Pharmacology. 182 (1): 49–62. doi: 10.1016/0014-2999(90)90492-O. PMID 2169426.

[pmid1360362-9] Takeuchi H (September 1992). "Sensitivities of Achatina giant neurones to putative amino acid neurotransmitters". Comparative Biochemistry and Physiology C. 103 (1): 1–12. doi: 10.1016/0742-8413(92)90219-w. PMID 1360362.

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v t e Tricyclics
Classes	Acridine Anthracene Dibenzazepine Dibenzocycloheptene Dibenzodiazepine Dibenzothiazepine Dibenzothiepin Dibenzoxazepine Dibenzoxepin Phenothiazine Pyridazinobenzoxazine Pyridinobenzodiazepine Thioxanthene
Antidepressants ( Tricyclic antidepressants (TCAs))	Amoxapine Amezepine Amineptine Amitriptyline Amitriptylinoxide Amoxapine Aptazapine Azepindole Batelapine Butriptyline Cianopramine Ciclazindol Cidoxepin Clomipramine Cotriptyline Cyanodothiepin Demexiptiline Depramine (balipramine) (desmethylimipramine) Desmethylclomipramine Desmethyltrimipramine Dibenzepin Dimetacrine Dosulepin (dothiepin) Doxepin Enprazepine Fantridone Fluotracen Hepzidine Homopipramol Imipramine Imipraminoxide Intriptyline Iprindole Ketipramine Litracen Lofepramine Losindole Loxapine Maprotiline Mariptiline Mazindol Melitracen Metapramine Mezepine Mirtazapine Monometacrine Nitroxazepine Norbutriptyline Nordoxepin Northiaden (nordosulepin) Nortriptyline (noramitriptyline) Noxiptiline Octriptyline Opipramol Pipofezine Pirandamine Propizepine Protriptyline Quinupramine Spiroxepin Tandamine Tampramine Tianeptine Tienopramine Trimipramine
Antihistamines	Azatadine Bisulepin Clobenzepam Cyproheptadine Dacemazine Deptropine Desloratadine Epinastine Etymemazine Fenethazine Hydroxyethylpromethazine Isopromethazine Isothipendyl Ketotifen Latrepirdine Loratadine Mebhydrolin Mequitazine Methdilazine Olopatadine Oxomemazine Phenindamine Pimethixene Promethazine Propiomazine Rupatadine Thiazinamium
Antipsychotics	Acetophenazine Alimemazine Amoxapine Asenapine Butaclamol Butaperazine Carfenazine (carphenazine) Carpipramine Chlorpromazine Chlorprothixene Ciclindole Citatepine Clocapramine Clomacran Clorotepine Clotiapine Clozapine Cyanothepin Doclothepin Docloxythepin Erizepine Flucindole Flumezapine Fluotracen Flupentixol Fluphenazine Gevotroline Homopipramol Isofloxythepin Levomepromazine/Methotrimeprazine Loxapine Lurasidone Maroxepin Meperathiepin Mesoridazine Metiapine Metitepine Metoxepin Mosapramine Naranol Octomethothepin Olanzapine Oxyclothepin Oxyprothepin Pentiapine Peradithiepin Perathiepin Perazine Perphenazine Periciazine Pinoxepin Piperacetazine Pipotiazine Piquindone Prochlorperazine Promazine Prothipendyl Quetiapine Savoxepin/Cipazoxapine Sulforidazine Tenilapine Thiethylperazine Thiopropazate Thioridazine Thiothixene Tilozepine Traboxopine Trifluoperazine Triflupromazine Trifluthepin Zotepine Zuclopenthixol
Anticonvulsants	Carbamazepine Dizocilpine Eslicarbazepine Eslicarbazepine acetate Etazepine Licarbazepine Oxcarbazepine Oxitriptyline Rispenzepine
Anticholinergics	Profenamine Tropatepine
Others	Adosopine Aminopromazine Atiprosin Beloxepin Benzoctamine Carvedilol Cidoxepin Cyclobenzaprine Damotepine Darenzepine Elanzepine Fluradoline Methylene blue Monatepil Nuvenzepine Oxetorone Perlapine Pipazethate P7C3 Pinadoline Pirenzepine Pirolate Pitrazepin Pizotifen Serazapine Siltenzepine Telenzepine Tipindole Zolenzepine

Clinical data

Pregnancy category	?
Routes of administration	?
ATC code	none
Legal status
Legal status	In general: uncontrolled
Identifiers
IUPAC name 3-(piperazin-1-yl)-9H-dibenzo[c,f][1,2,4]triazolo[4,3-a]azepine
CAS Number	90685-01-1^Y
PubChem CID	146222
ChemSpider	128982
UNII	4KHA9U8INV
CompTox Dashboard ( EPA)	DTXSID90238239
Chemical and physical data
Formula	C₁₉H₁₉N₅
Molar mass	317.396 g·mol⁻¹
3D model ( JSmol)	Interactive image
SMILES n4nc(N1CCNCC1)n5c2ccccc2Cc3ccccc3c45

See also

References