Mofegiline

Mofegiline
Clinical data
Other names	MDL-72,974A
Routes of; administration	Oral
ATC code	None;
Legal status
Legal status	Development terminated;
Pharmacokinetic data
Elimination half-life	1–3 hours
Excretion	Urine
Identifiers
	IUPAC name (2E)-2-(fluoromethylidene)-4-(4-fluorophenyl)butan-1-amine;
CAS Number	119386-96-8;
PubChem CID	6437850;
ChemSpider	4942371;
UNII	1FMJ6D8Y1B;
CompTox Dashboard (EPA)	DTXSID50869629 ;
Chemical and physical data
Formula	C11H13F2N
Molar mass	197.229 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES Fc1ccc(cc1)CCC(=[C@H]F)CN;
	InChI InChI=1S/C11H13F2N/c12-7-10(8-14)2-1-9-3-5-11(13)6-4-9/h3-7H,1-2,8,14H2/b10-7+; Key:VXLBSYHAEKDUSU-JXMROGBWSA-N;

Mofegiline (MDL-72,974) is a selective, irreversible inhibitor of monoamine oxidase B (MAO-B) and semicarbazide-sensitive amine oxidase (SSAO) which was under investigation for the treatment of Parkinson's disease and Alzheimer's disease,^[3]^[4]^[5]^[6] but was never marketed.^[7]

References

^ ^a ^b Stoltz M, Reynolds D, Elkins L, Salazar D, Weir S (September 1995). "Pharmacokinetics and pharmacodynamics of the monoamine oxidase B inhibitor mofegiline assessed during a phase I dose tolerance trial". Clinical Pharmacology and Therapeutics. 58 (3): 342–53. doi:10.1016/S0009-9236(96)90162-9. PMID 7554709. S2CID 21543441.
^ Dulery BD, Schoun J, Zreika M, et al. (March 1993). "Pharmacokinetics of and monoamine oxidase B inhibition by (E)-4-fluoro-beta-fluoromethylene benzene butanamine in man". Arzneimittel-Forschung. 43 (3): 297–302. PMID 8489556.
^ Palfreyman MG, McDonald IA, Bey P, Schechter PJ, Sjoerdsma A (1988). "Design and early clinical evaluation of selective inhibitors of monoamine oxidase". Progress in Neuro-psychopharmacology & Biological Psychiatry. 12 (6): 967–87. doi:10.1016/0278-5846(88)90092-9. PMID 3266532. S2CID 32734728.
^ Zreika M, Fozard JR, Dudley MW, Bey P, McDonald IA, Palfreyman MG (1989). "MDL 72,974: a potent and selective enzyme-activated irreversible inhibitor of monoamine oxidase type B with potential for use in Parkinson's disease". Journal of Neural Transmission. Parkinson's Disease and Dementia Section. 1 (4): 243–54. doi:10.1007/bf02263478. PMID 2597310. S2CID 26335432.
^ Palfreyman MG, McDonald IA, Bey P, Danzin C, Zreika M, Cremer G (1994). "Haloallylamine inhibitors of MAO and SSAO and their therapeutic potential". Amine Oxidases: Function and Dysfunction. Journal of Neural Transmission. Supplementum. Vol. 41. pp. 407–14. doi:10.1007/978-3-7091-9324-2_54. ISBN 978-3-211-82521-1. PMID 7931257.
^ Thiffault C, Quirion R, Poirier J (March 1998). "Effect of the MAO-B inhibitor, MDL72974, on superoxide dismutase activity and lipid peroxidation levels in the mouse brain". Synapse. 28 (3): 208–11. doi:10.1002/(SICI)1098-2396(199803)28:3<208::AID-SYN3>3.0.CO;2-E. PMID 9488505. S2CID 20976168.
^ Ganellin CR, Triggle DJ, Macdonald F (1997). Dictionary of pharmacological agents. CRC Press. p. 1370. ISBN 978-0-412-46630-4. Retrieved 25 November 2011.

[pmid7554709-1] Stoltz M, Reynolds D, Elkins L, Salazar D, Weir S (September 1995). "Pharmacokinetics and pharmacodynamics of the monoamine oxidase B inhibitor mofegiline assessed during a phase I dose tolerance trial". Clinical Pharmacology and Therapeutics. 58 (3): 342–53. doi:10.1016/S0009-9236(96)90162-9. PMID 7554709. S2CID 21543441.

[pmid8489556-2] Dulery BD, Schoun J, Zreika M, et al. (March 1993). "Pharmacokinetics of and monoamine oxidase B inhibition by (E)-4-fluoro-beta-fluoromethylene benzene butanamine in man". Arzneimittel-Forschung. 43 (3): 297–302. PMID 8489556.

[pmid3266532-3] Palfreyman MG, McDonald IA, Bey P, Schechter PJ, Sjoerdsma A (1988). "Design and early clinical evaluation of selective inhibitors of monoamine oxidase". Progress in Neuro-psychopharmacology & Biological Psychiatry. 12 (6): 967–87. doi:10.1016/0278-5846(88)90092-9. PMID 3266532. S2CID 32734728.

[pmid2597310-4] Zreika M, Fozard JR, Dudley MW, Bey P, McDonald IA, Palfreyman MG (1989). "MDL 72,974: a potent and selective enzyme-activated irreversible inhibitor of monoamine oxidase type B with potential for use in Parkinson's disease". Journal of Neural Transmission. Parkinson's Disease and Dementia Section. 1 (4): 243–54. doi:10.1007/bf02263478. PMID 2597310. S2CID 26335432.

[pmid7931257-5] Palfreyman MG, McDonald IA, Bey P, Danzin C, Zreika M, Cremer G (1994). "Haloallylamine inhibitors of MAO and SSAO and their therapeutic potential". Amine Oxidases: Function and Dysfunction. Journal of Neural Transmission. Supplementum. Vol. 41. pp. 407–14. doi:10.1007/978-3-7091-9324-2_54. ISBN 978-3-211-82521-1. PMID 7931257.

[pmid9488505-6] Thiffault C, Quirion R, Poirier J (March 1998). "Effect of the MAO-B inhibitor, MDL72974, on superoxide dismutase activity and lipid peroxidation levels in the mouse brain". Synapse. 28 (3): 208–11. doi:10.1002/(SICI)1098-2396(199803)28:3<208::AID-SYN3>3.0.CO;2-E. PMID 9488505. S2CID 20976168.

[GanellinTriggle1997-7] Ganellin CR, Triggle DJ, Macdonald F (1997). Dictionary of pharmacological agents. CRC Press. p. 1370. ISBN 978-0-412-46630-4. Retrieved 25 November 2011.

[3]

[4]

[5]

[6]

[7]

[1]

[2]

Clinical data

Other names	MDL-72,974A
Routes of administration	Oral^[1]
ATC code	None
Legal status
Legal status	Development terminated
Pharmacokinetic data
Elimination half-life	1–3 hours^[1]
Excretion	Urine^[2]
Identifiers
IUPAC name (2E)-2-(fluoromethylidene)-4-(4-fluorophenyl)butan-1-amine
CAS Number	119386-96-8
PubChem CID	6437850
ChemSpider	4942371
UNII	1FMJ6D8Y1B
CompTox Dashboard (EPA)	DTXSID50869629
Chemical and physical data
Formula	C₁₁H₁₃F₂N
Molar mass	197.229 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES Fc1ccc(cc1)CCC(=[C@H]F)CN
InChI InChI=1S/C11H13F2N/c12-7-10(8-14)2-1-9-3-5-11(13)6-4-9/h3-7H,1-2,8,14H2/b10-7+ Key:VXLBSYHAEKDUSU-JXMROGBWSA-N

Mofegiline

See also

References