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

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