Gludantan

Gludantan
Clinical data
Other names	Gludantane; N-Adamantan-1-yl-β-D-glucopyranuronosylamine
Identifiers
	IUPAC name (2S,3S,4S,5R,6R)-6-(1-adamantylamino)-3,4,5-trihydroxyoxane-2-carboxylic acid;
CAS Number	12707-95-8;
PubChem CID	9996542;
PubChem SID	274134074;
ChemSpider	8172123;
Chemical and physical data
Formula	C16H25NO6
Molar mass	327.377 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES C1C2CC3CC1CC(C2)(C3)N[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)C(=O)O)O)O)O;
	InChI InChI=1S/C16H25NO6/c18-10-11(19)13(15(21)22)23-14(12(10)20)17-16-4-7-1-8(5-16)3-9(2-7)6-16/h7-14,17-20H,1-6H2,(H,21,22)/t7?,8?,9?,10-,11-,12+,13-,14+,16?/m0/s1; Key:CORMWKGBVDLTGH-KIBBNWRDSA-N;

Gludantan, or gludantane, is an experimental antiparkinsonian agent of the adamantane group that was never marketed.^[1]^[2] It has also been described as a "psychotropic" and antidepressant.^[3] An analogue of gludantan, N-3,5-dimethylgludantan, is an inactive metabolite of memantine.^[4]^[5] Gludantan was developed in the Soviet Union and was first described by 1974.^[6]^[2]

References

^ Spasov AA, Khamidova TV, Bugaeva LI, Morozov IS (2000). "Adamantane derivatives: Pharmacological and toxicological properties (review)". Pharmaceutical Chemistry Journal. 34 (1): 1–7. doi:10.1007/BF02524549. ISSN 0091-150X.
^ ^a ^b Kamianov IM, Andrezinia RA (1975). "Ob antiparkinsonicheskoĭ aktivnosti gludantana (predvaritel'noe soobshchenie)" [The antiparkinson activity of gludantan (preliminary report)]. Zhurnal Nevropatologii I Psikhiatrii imeni S.S. Korsakova (in Russian). 75 (6): 910–916. PMID 1217399.
^ Klimova NV, Zaitseva NM, Avdyunina NI, Pyatin BM, Morozov IC, Bykov NP, et al. (1990). "Adamantylpyridines and their biological activities". Pharmaceutical Chemistry Journal. 24 (1): 31–35. doi:10.1007/BF00769382. ISSN 0091-150X.
^ Jarvis B, Figgitt DP (2003). "Memantine". Drugs & Aging. 20 (6): 465–476, discussion 477–478. doi:10.2165/00002512-200320060-00005. PMID 12710865.
^ Matsunaga S, Kishi T, Nomura I, Sakuma K, Okuya M, Ikuta T, et al. (October 2018). "The efficacy and safety of memantine for the treatment of Alzheimer's disease". Expert Opinion on Drug Safety. 17 (10): 1053–1061. doi:10.1080/14740338.2018.1524870. PMID 30222469.
^ Zykov MP, Smorodintsev AA, Alexandrova GI, Zlydnikov DM, Golubev DB, Shadrin AS (November 1974). "The present and future of specific prophylaxis of influenza and other acute viral respiratory diseases". The American Review of Respiratory Disease. 110 (5): 537–541. doi:10.1164/arrd.1974.110.5.537 (inactive 2024-09-14). PMID 4611289.{{cite journal}}: CS1 maint: DOI inactive as of September 2024 (link)

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[SpasovKhamidovaBugaeva2000-1] Spasov AA, Khamidova TV, Bugaeva LI, Morozov IS (2000). "Adamantane derivatives: Pharmacological and toxicological properties (review)". Pharmaceutical Chemistry Journal. 34 (1): 1–7. doi:10.1007/BF02524549. ISSN 0091-150X.

[KamianovAndrezinia1975-2] Kamianov IM, Andrezinia RA (1975). "Ob antiparkinsonicheskoĭ aktivnosti gludantana (predvaritel'noe soobshchenie)" [The antiparkinson activity of gludantan (preliminary report)]. Zhurnal Nevropatologii I Psikhiatrii imeni S.S. Korsakova (in Russian). 75 (6): 910–916. PMID 1217399.

[KlimovaZaitsevaAvdyunina1990-3] Klimova NV, Zaitseva NM, Avdyunina NI, Pyatin BM, Morozov IC, Bykov NP, et al. (1990). "Adamantylpyridines and their biological activities". Pharmaceutical Chemistry Journal. 24 (1): 31–35. doi:10.1007/BF00769382. ISSN 0091-150X.

[JarvisFiggitt2003-4] Jarvis B, Figgitt DP (2003). "Memantine". Drugs & Aging. 20 (6): 465–476, discussion 477–478. doi:10.2165/00002512-200320060-00005. PMID 12710865.

[MatsunagaKishiNomura2018-5] Matsunaga S, Kishi T, Nomura I, Sakuma K, Okuya M, Ikuta T, et al. (October 2018). "The efficacy and safety of memantine for the treatment of Alzheimer's disease". Expert Opinion on Drug Safety. 17 (10): 1053–1061. doi:10.1080/14740338.2018.1524870. PMID 30222469.

[ZykovSmorodintsevAlexandrova1974-6] Zykov MP, Smorodintsev AA, Alexandrova GI, Zlydnikov DM, Golubev DB, Shadrin AS (November 1974). "The present and future of specific prophylaxis of influenza and other acute viral respiratory diseases". The American Review of Respiratory Disease. 110 (5): 537–541. doi:10.1164/arrd.1974.110.5.537 (inactive 2024-09-14). PMID 4611289.{{cite journal}}: CS1 maint: DOI inactive as of September 2024 (link)

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Gludantan

See also

References