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Cartazolate

From Wikipedia, the free encyclopedia
Chemical compound
Not to be confused withtracazolate.
Pharmaceutical compound
Cartazolate
Clinical data
Routes of
administration
By mouth
ATC code
  • None
Legal status
Legal status
  • In general: uncontrolled
Identifiers
  • Уthyl 4-(butylamino)-1-ethyl-1H-pyrazolo[3,4-b]pyridine-5-carboxylate
CAS Number
PubChemCID
ChemSpider
UNII
ChEMBL
CompTox Dashboard(EPA)
Chemical and physical data
FormulaC15H22N4O2
Molar mass290.367 g·mol−1
3D model (JSmol)
  • O=C(C1=CN=C(N(CC)N=C2)C2=C1NCCCC)OCC

Cartazolate (SQ-65,396) is adrug of thepyrazolopyridine class. It acts as aGABAA receptorpositive allosteric modulator at thebarbituratebinding site of the complex and hasanxiolytic effects in animals.[1][2][3][4] It is also known to act as anadenosineantagonist at theA1 andA2 subtypes and as aphosphodiesterase inhibitor.[5][6] Cartazolate was tested in humanclinical trials and was found to be efficacious foranxiety but was never marketed.[7] It was developed by a team at E.R. Squibb and Sons in the 1970s.[8]

See also

[edit]

References

[edit]
  1. ^Placheta P, Karobath M (March 1980). "In vitro modulation by SQ 20009 and SQ 65396 of GABA receptor binding in rat CNS membranes".European Journal of Pharmacology.62 (2–3):225–8.doi:10.1016/0014-2999(80)90281-2.PMID 6103810.
  2. ^Supavilai P, Karobath M (March 1981). "Action of pyrazolopyridines as modulators of [3H]flunitrazepam binding to the gaba/benzodiazepine receptor complex of the cerebellum".European Journal of Pharmacology.70 (2):183–93.doi:10.1016/0014-2999(81)90213-2.PMID 6114867.
  3. ^Leeb-Lundberg F, Snowman A, Olsen RW (May 1981)."Perturbation of benzodiazepine receptor binding by pyrazolopyridines involves picrotoxinin/barbiturate receptor sites".Journal of Neuroscience.1 (5):471–7.doi:10.1523/JNEUROSCI.01-05-00471.1981.PMC 6564167.PMID 7050308.
  4. ^Bristow DR, Martin IL (March 1990). "Biochemical characterization of an isolated and functionally reconstituted gamma-aminobutyric acid/benzodiazepine receptor".Journal of Neurochemistry.54 (3):751–61.doi:10.1111/j.1471-4159.1990.tb02315.x.PMID 2154549.S2CID 25784613.
  5. ^Daly JW, Hong O, Padgett WL, Shamim MT, Jacobson KA, Ukena D (February 1988)."Non-xanthine heterocycles: activity as antagonists of A1- and A2-adenosine receptors".Biochemical Pharmacology.37 (4):655–64.doi:10.1016/0006-2952(88)90139-6.PMC 3445624.PMID 2829919.
  6. ^Wachtel H (1982). "Characteristic behavioural alterations in rats induced by rolipram and other selective adenosine cyclic 3', 5'-monophosphate phosphodiesterase inhibitors".Psychopharmacology.77 (4):309–16.doi:10.1007/BF00432761.PMID 6182575.S2CID 10122417.
  7. ^O'Brien, Robert (1986).Receptor binding in drug research. New York: Dekker. p. 519.ISBN 0-8247-7548-1.
  8. ^US 3966746, Hoehn, Hans & Denzel, Theodor, "Amino derivatives of pyrazolopyridine carboxamides", published 1976-06-29, assigned toSquibb & Sons Inc. 
5-HT1ARTooltip 5-HT1A receptoragonists
GABAARTooltip GABAA receptorPAMsTooltip positive allosteric modulators
Gabapentinoids
(α2δVDCCblockers)
Antidepressants
Sympatholytics
(Antiadrenergics)
Others
Alcohols
Barbiturates
Benzodiazepines
Carbamates
Flavonoids
Imidazoles
Kava constituents
Monoureides
Neuroactive steroids
Nonbenzodiazepines
Phenols
Piperidinediones
Pyrazolopyridines
Quinazolinones
Volatiles/gases
Others/unsorted
Receptor
(ligands)
P0 (adenine)
P1
(adenosine)
P2
(nucleotide)
P2X
(ATPTooltip Adenosine triphosphate)
P2Y
Transporter
(blockers)
CNTsTooltip Concentrative nucleoside transporters
ENTsTooltip Equilibrative nucleoside transporters
PMATTooltip Plasma membrane monoamine transporter
Enzyme
(inhibitors)
XOTooltip Xanthine oxidase
Others
Others
PDE1
PDE2
PDE3
PDE4
PDE5
PDE7
PDE9
PDE10
PDE11
Non-selective
Unsorted
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