METHYRIDINE SULFATE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C8H11NO.H2O4S
Molecular Weight	235.258
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

OS(O)(=O)=O.COCCC1=NC=CC=C1

InChI

InChIKey=PPJICNUNBYNPQZ-UHFFFAOYSA-N

InChI=1S/C8H11NO.H2O4S/c1-10-7-5-8-4-2-3-6-9-8;1-5(2,3)4/h2-4,6H,5,7H2,1H3;(H2,1,2,3,4)

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

Molecular Formula	H2O4S
Molecular Weight	98.078
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/17649364 |https://www.ncbi.nlm.nih.gov/pubmed/17649312 | DOI:10.1038/189059a0

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

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
neuromuscular synaptic transmission 2 Target ID: GO:0007274 Sources: https://www.ncbi.nlm.nih.gov/pubmed/17649364	Blocker 555
Cholinesterase 14 Target ID: P32753 Gene ID: NA Gene Symbol: BCHE Target Organism: Ovis aries (Sheep) Sources: https://www.ncbi.nlm.nih.gov/pubmed/4391742	Inhibitor 8504

Conditions

Condition	Modality	Targets	Highest Phase	Product
Nematode Infections 2 Sources: https://www.ncbi.nlm.nih.gov/pubmed/17649364	Curative		Approved 8583	Promintic Approved Use Unknown

Overview

CYP3A4	CYP2C9	CYP2D6	hERG
inhibitor 2252	inhibitor 2438	inhibitor 2507	inhibitor 2217

OverviewOther

Other Inhibitor	Other Substrate	Other Inducer
CYP1A2 2153 CYP2C19 2057

Drug as perpetrator

Target	Modality	Activity
CYP1A2 2333	inhibitor 4027 Sources: https://pubchem.ncbi.nlm.nih.gov/compound/66991#section=BioAssay-Results Page: 56.0	no
CYP2C19 2141	inhibitor 4027 Sources: https://pubchem.ncbi.nlm.nih.gov/compound/66991#section=BioAssay-Results Page: 56.0	no
CYP2C9 2497	inhibitor 4027 Sources: https://pubchem.ncbi.nlm.nih.gov/compound/66991#section=BioAssay-Results Page: 49.0	no
CYP2D6 2546	inhibitor 4027 Sources: https://pubchem.ncbi.nlm.nih.gov/compound/66991#section=BioAssay-Results Page: 51.0	no
CYP3A4 2633	inhibitor 4027 Sources: https://pubchem.ncbi.nlm.nih.gov/compound/66991#section=BioAssay-Results Page: 49.0	no

Tox targets

Target	Modality	Activity	Metabolite	Clinical evidence
hERG 2263	inhibitor 2237 Sources: https://pubchem.ncbi.nlm.nih.gov/compound/66991#section=BioAssay-Results Page: 55.0

PubMed

Title	Date	PubMed
Microfluidics-enabled method to identify modes of Caenorhabditis elegans paralysis in four anthelmintics.	2013	24396537
Contractile activity and motility responses of the dog heartworm Dirofilaria immitis to classical anthelmintics and other compounds.	2005-11-25	16076531
Oxantel is an N-type (methyridine and nicotine) agonist not an L-type (levamisole and pyrantel) agonist: classification of cholinergic anthelmintics in Ascaris.	2004-08	15313135
New class of potent catalysts of O2.-dismutation. Mn(III) ortho-methoxyethylpyridyl- and di-ortho-methoxyethylimidazolylporphyrins.	2004-06-07	15252564
Methyridine (2-[2-methoxyethyl]-pyridine]) and levamisole activate different ACh receptor subtypes in nematode parasites: a new lead for levamisole-resistance.	2003-11	14581174
Anthelmintic actions on homomer-forming nicotinic acetylcholine receptor subunits: chicken alpha7 and ACR-16 from the nematode Caenorhabditis elegans.	2000	11113327

Patents

Sample Use Guides

In Vivo Use Guide

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 `Mon Mar 31 19:34:30 GMT 2025` Edited by `admin` on `Mon Mar 31 19:34:30 GMT 2025`
Record UNII	JIE9060WXN
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

METYRIDINE SULFATE

Preferred Name

English

METHYRIDINE SULFATE

Common Name

English

PYRIDINE, 2-(2-METHOXYETHYL)-, SULFATE

Systematic Name

English

Code System Code Type Description

ECHA (EC/EINECS)

275-884-6