MOFEGILINE HYDROCHLORIDE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C11H13F2N.ClH
Molecular Weight	233.685
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	1
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

Cl.NC\C(CCC1=CC=C(F)C=C1)=C\F

InChI

InChIKey=QUCNNQHLIHGBIA-HCUGZAAXSA-N

InChI=1S/C11H13F2N.ClH/c12-7-10(8-14)2-1-9-3-5-11(13)6-4-9;/h3-7H,1-2,8,14H2;1H/b10-7+;

HIDE SMILES / InChI

Molecular Formula	C11H13F2N
Molecular Weight	197.2244
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	1
Optical Activity	NONE

Molecular Formula	ClH
Molecular Weight	36.461
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/3266532 | https://www.ncbi.nlm.nih.gov/pubmed/19053775 | https://www.ncbi.nlm.nih.gov/pubmed/8294896 | https://www.ncbi.nlm.nih.gov/pubmed/1469412 | https://www.ncbi.nlm.nih.gov/pubmed/11061216

Mofegiline (MDL 72,974A or (E)-2-(4-fluorophenethyl)-3-fluoroallylamine, hydrochloride), is a selective and irreversible inhibitor of monoamine oxidase type B (MAO-B) both in vitro and in vivo. In addition, mofegiline inhibits semicarbazide-sensitive amine oxidase activity from human serum and saphenous vein. In phase II studies, MDL 72,974A is proving to be a useful adjunct to conventional therapy of Parkinson's disease. It seems mofegiline development was discontinued.

CNS Activity

Originator

Approval Year

Targets

Primary Target	Pharmacology	Potency
Monoamine oxidase B 72 Target ID: CHEMBL2039 Sources: https://www.ncbi.nlm.nih.gov/pubmed/19053775	Inhibitor 8297	28.0 nM [Ki]
Monoamine oxidase B 72 Target ID: CHEMBL2993 Sources: https://www.ncbi.nlm.nih.gov/pubmed/3266532 \| https://www.ncbi.nlm.nih.gov/pubmed/2597310	Inhibitor 8297	3.6 nM [IC50]
Amine oxidase, copper containing 9 Target ID: CHEMBL3437 Sources: https://www.ncbi.nlm.nih.gov/pubmed/11061216	Inhibitor 8297	10.0 nM [IC50]

Conditions

Condition	Modality	Targets	Highest Phase	Product
Parkinson's disease 226 Sources: https://www.ncbi.nlm.nih.gov/pubmed/1469412 https://www.ncbi.nlm.nih.gov/pubmed/8294896 https://www.ncbi.nlm.nih.gov/pubmed/8420209	Primary		Phase II 1132	Unknown Approved Use Unknown

C_max

Value	Dose	Co-administered	Analyte	Population
27202 pg/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/7554709	48 mg single, oral dose: 48 mg route of administration: Oral experiment type: SINGLE co-administered:		MOFEGILINE plasma	Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: UNKNOWN
14018 pg/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/7554709	24 mg 1 times / day steady-state, oral dose: 24 mg route of administration: Oral experiment type: STEADY-STATE co-administered:		MOFEGILINE plasma	Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: UNKNOWN

AUC

Value	Dose	Co-administered	Analyte	Population
105170 pg × h/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/7554709	48 mg single, oral dose: 48 mg route of administration: Oral experiment type: SINGLE co-administered:		MOFEGILINE plasma	Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: UNKNOWN
54359 pg × h/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/7554709	24 mg 1 times / day steady-state, oral dose: 24 mg route of administration: Oral experiment type: STEADY-STATE co-administered:		MOFEGILINE plasma	Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: UNKNOWN

T_1/2

Value	Dose	Co-administered	Analyte	Population
3.02 h EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/7554709	48 mg single, oral dose: 48 mg route of administration: Oral experiment type: SINGLE co-administered:		MOFEGILINE plasma	Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: UNKNOWN
2.79 h EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/7554709	24 mg 1 times / day steady-state, oral dose: 24 mg route of administration: Oral experiment type: STEADY-STATE co-administered:		MOFEGILINE plasma	Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: UNKNOWN

Doses

Dose	Population	Adverse events
48 mg single, oral Highest studied dose Dose: 48 mg Route: oral Route: single Dose: 48 mg Sources: https://pubmed.ncbi.nlm.nih.gov/7554709 Page: p.349	healthy, ADULT n = 3 Health Status: healthy Age Group: ADULT Sex: M Food Status: UNKNOWN Population Size: 3 Sources: https://pubmed.ncbi.nlm.nih.gov/7554709 Page: p.349	Sources: https://pubmed.ncbi.nlm.nih.gov/7554709 Page: p.349
24 mg 1 times / day steady-state, oral Studied dose Dose: 24 mg, 1 times / day Route: oral Route: steady-state Dose: 24 mg, 1 times / day Sources: https://pubmed.ncbi.nlm.nih.gov/7554709 Page: p.349	healthy, ADULT n = 3 Health Status: healthy Age Group: ADULT Sex: M Food Status: UNKNOWN Population Size: 3 Sources: https://pubmed.ncbi.nlm.nih.gov/7554709 Page: p.349	Sources: https://pubmed.ncbi.nlm.nih.gov/7554709 Page: p.349

Sourcing

Vendor/Aggregator	ID	URL
1PlusChem LLC	1P007Q6L	https://www.1pchem.com/search?query=1P007Q6L
A2B Chem	AD59725	http://a2bchem.com/prod/AD59725
AA Blocks	AA007PN5	http://aablocks.com/goods/Goods/detail?id=AA007PN5
AK Scientific	3867AH	https://aksci.com/item_detail.php?cat=3867AH
AstaTech	21442	http://astatechinc.com/CPSResult.php?CRNO=21442
BLD Pharm	BD140238	http://www.bldpharm.com/search/Search.html?keyword=BD140238
BOC Sciences	120635-25-8	http://www.bocsci.com/description.asp?cas=120635-25-8
Chem Scene	CS-3195	http://www.chemscene.com/goproductList/searchProductList?productObj=CS-3195
Chemspace	CSC020618920	https://chem-space.com/CSC020618920
Combi-Blocks	QA-7790	http://www.combi-blocks.com/cgi-bin/find.cgi?QA-7790
Enamine	BBV-38278584	http://www.enaminestore.com/catalog/BBV-38278584
Enamine	BBV-77779767	http://www.enaminestore.com/catalog/BBV-77779767
Fluorochem	300784	http://www.fluorochem.co.uk/Products/Product?code=300784
KeyOrganics	AS-30415	http://www.keyorganicsinc.com/bionet/catalogsearch/result?q=AS-30415
Lab Network	LN01253264	https://labnetwork.com/frontend-app/p/#!/moleculedetails/LN01253264
MedChem Express	HY-16677A	https://www.medchemexpress.com/search.html?q=HY-16677A&ft=&fa=&fp=
MolPort	MolPort-019-990-935	https://www.molport.com/shop/molecule-link/MolPort-019-990-935
MuseChem	I000763	https://www.musechem.com/product/I000763.html
MuseChem	M024503	https://www.musechem.com/product/M024503.html
PI Chemicals	PI-33795	http://www.pipharm.com/catalog_products/PI-33795.html
Tetrahedron	TS25455	http://www.thsci.com/search.do?q=TS25455
Vesino Industrial Co Ltd	VA11318	http://www.vsnchem.com/search.do?a=s&psize=20&q=VA11318
Wonderchem	WD04WCY	http://www.wonder-chem.com/search.html?text=WD04WCY
eMolecules	36251948	https://orderbb.emolecules.com/search/#?query=36251948
eMolecules	46019068	https://orderbb.emolecules.com/search/#?query=46019068
mcule	MCULE-2448790981	https://mcule.com/MCULE-2448790981/
mcule	MCULE-3110999671	https://mcule.com/MCULE-3110999671/
mcule	MCULE-3743526111	https://mcule.com/MCULE-3743526111/
mcule	MCULE-5073108916	https://mcule.com/MCULE-5073108916/

PubMed

Title	Date	PubMed
Design and early clinical evaluation of selective inhibitors of monoamine oxidase.	1988	3266532
Protein cross-linkage induced by formaldehyde derived from semicarbazide-sensitive amine oxidase-mediated deamination of methylamine.	2004 Sep	15128865
Structural and mechanistic studies of mofegiline inhibition of recombinant human monoamine oxidase B.	2008 Dec 25	19053775

Patents

Sample Use Guides

In Vivo Use Guide

In human volunteers, potent inhibition of platelet MAO-B activity was observed at submilligram doses (ED50 = 90 micrograms) following a single oral dose. Upon multiple oral doses of 100 micrograms, as much as 80% of MAO-B could be inhibited. In phase II studies, Mofegiline (MDL 72,974A) is proving to be a useful adjunct to conventional therapy. Patients (250) with Parkinson's disease, treated once daily with either 1 or 4 mg, together with L-Dopa and a decarboxylase inhibitor (MadoparR or SinemetR), saw significant improvements in symptoms compared with those on standard therapy without the inhibitor.

Route of Administration: Oral

In Vitro Use Guide

Unknown

Substance Class	Chemical Created by `admin` on `Fri Dec 15 15:37:36 GMT 2023` Edited by `admin` on `Fri Dec 15 15:37:36 GMT 2023`
Record UNII	08331R10RY
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

MOFEGILINE HYDROCHLORIDE

Official Name

English

(E)-2-(FLUOROMETHYLENE)-4-(P-FLUOROPHENYL)BUTYLAMINE HYDROCHLORIDE

Common Name

English

MDL 72,974A

Code

English

MOFEGILINE HYDROCHLORIDE [MI]

Common Name

English

MOFEGILINE HCL

Common Name

English

MDL-72974A

Code

English

MOFEGILINE HYDROCHLORIDE [USAN]

Common Name

English

BENZENEBUTANAMINE, 4-FLUORO-.BETA.-(FLUOROMETHYLENE)-, HYDROCHLORIDE, (E)-

Systematic Name

English

Classification Tree Code System Code

NCI_THESAURUS

C667