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Details

Stereochemistry ACHIRAL
Molecular Formula C8H11NO
Molecular Weight 137.179
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of METYRIDINE

SMILES

COCCC1=CC=CC=N1

InChI

InChIKey=QRBVCAWHUSTDOT-UHFFFAOYSA-N
InChI=1S/C8H11NO/c1-10-7-5-8-4-2-3-6-9-8/h2-4,6H,5,7H2,1H3

HIDE SMILES / InChI

Molecular Formula C8H11NO
Molecular Weight 137.179
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Metyridine has been shown to possess anthelmintic activity, particularly for the nematodes of the alimentary canal. Methyridine is able to pass freely through most of the barriers, which maintain body integrity. It produces neuromuscular block of the decamethonium type. There appears to be sufficient difference between the sensitivity of nematode and vertebrate nervous systems to this drug to allow a wide safety margin for its use in animals. Signs of toxicity, principally dullness and lassitude, may be produced by overdosage of the drug. When given subcutaneously methyridine may cause local pain, and swelling.

CNS Activity

Curator's Comment: Known to be CNS penetrant in sheep and calves. Human data not available

Originator

Sources: DOI:10.1038/189059a0

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Target ID: P32753
Gene ID: NA
Gene Symbol: BCHE
Target Organism: Ovis aries (Sheep)
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Curative
Promintic

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Anthelmintic actions on homomer-forming nicotinic acetylcholine receptor subunits: chicken alpha7 and ACR-16 from the nematode Caenorhabditis elegans.
2000
Methyridine (2-[2-methoxyethyl]-pyridine]) and levamisole activate different ACh receptor subtypes in nematode parasites: a new lead for levamisole-resistance.
2003 Nov
Oxantel is an N-type (methyridine and nicotine) agonist not an L-type (levamisole and pyrantel) agonist: classification of cholinergic anthelmintics in Ascaris.
2004 Aug
Patents

Sample Use Guides

Sheep and cattle: 200 mg per kg
Route of Administration: Other
In Vitro Use Guide
Methyridine 10(-3) M produced partial neuromuscular block in rat isolated phrenic nerve-diaphragm, which was not affected by a tetanus or by potassium or eserine.
Substance Class Chemical
Created
by admin
on Sat Dec 16 17:19:26 GMT 2023
Edited
by admin
on Sat Dec 16 17:19:26 GMT 2023
Record UNII
08760H16R0
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
METYRIDINE
INN   MI  
INN  
Official Name English
2-(2-METHOXYETHYL)PYRIDINE
Systematic Name English
METHYRIDINE [MART.]
Common Name English
NSC-34071
Code English
METHYRIDINE
MART.  
Common Name English
METYRIDINE [MI]
Common Name English
metyridine [INN]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C250
Created by admin on Sat Dec 16 17:19:26 GMT 2023 , Edited by admin on Sat Dec 16 17:19:26 GMT 2023
Code System Code Type Description
NCI_THESAURUS
C66141
Created by admin on Sat Dec 16 17:19:26 GMT 2023 , Edited by admin on Sat Dec 16 17:19:26 GMT 2023
PRIMARY
SMS_ID
100000081157
Created by admin on Sat Dec 16 17:19:26 GMT 2023 , Edited by admin on Sat Dec 16 17:19:26 GMT 2023
PRIMARY
PUBCHEM
66991
Created by admin on Sat Dec 16 17:19:26 GMT 2023 , Edited by admin on Sat Dec 16 17:19:26 GMT 2023
PRIMARY
INN
2104
Created by admin on Sat Dec 16 17:19:26 GMT 2023 , Edited by admin on Sat Dec 16 17:19:26 GMT 2023
PRIMARY
CAS
114-91-0
Created by admin on Sat Dec 16 17:19:26 GMT 2023 , Edited by admin on Sat Dec 16 17:19:26 GMT 2023
PRIMARY
EPA CompTox
DTXSID5057624
Created by admin on Sat Dec 16 17:19:26 GMT 2023 , Edited by admin on Sat Dec 16 17:19:26 GMT 2023
PRIMARY
ChEMBL
CHEMBL2105211
Created by admin on Sat Dec 16 17:19:26 GMT 2023 , Edited by admin on Sat Dec 16 17:19:26 GMT 2023
PRIMARY
FDA UNII
08760H16R0
Created by admin on Sat Dec 16 17:19:26 GMT 2023 , Edited by admin on Sat Dec 16 17:19:26 GMT 2023
PRIMARY
MERCK INDEX
m7509
Created by admin on Sat Dec 16 17:19:26 GMT 2023 , Edited by admin on Sat Dec 16 17:19:26 GMT 2023
PRIMARY Merck Index
EVMPD
SUB08926MIG
Created by admin on Sat Dec 16 17:19:26 GMT 2023 , Edited by admin on Sat Dec 16 17:19:26 GMT 2023
PRIMARY
ECHA (EC/EINECS)
204-060-0
Created by admin on Sat Dec 16 17:19:26 GMT 2023 , Edited by admin on Sat Dec 16 17:19:26 GMT 2023
PRIMARY
NSC
34071
Created by admin on Sat Dec 16 17:19:26 GMT 2023 , Edited by admin on Sat Dec 16 17:19:26 GMT 2023
PRIMARY
Related Record Type Details
SALT/SOLVATE -> PARENT
Related Record Type Details
ACTIVE MOIETY