P-NITROPHENYL-O-ETHYL ETHYLPHOSPHONATE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C10H14NO5P
Molecular Weight	259.1956
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure of P-NITROPHENYL-O-ETHYL ETHYLPHOSPHONATE

Structure Search

SMILES

CCOP(=O)(CC)OC1=CC=C(C=C1)[N+]([O-])=O

InChI

InChIKey=XXUJMEYKYHETBZ-UHFFFAOYSA-N

InChI=1S/C10H14NO5P/c1-3-15-17(14,4-2)16-10-7-5-9(6-8-10)11(12)13/h5-8H,3-4H2,1-2H3

HIDE SMILES / InChI

Molecular Formula	C10H14NO5P
Molecular Weight	259.1956
Charge	0
Count

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

Description
Sources: http://dxline.ru/drugs/armin
Curator's Comment: description was created based on several sources, including: http://www.medicinform.net/spravka/b1/b1_82.htm https://ru.wikipedia.org/wiki/Армин

Armin is irreversible cholinesterase inhibitor. It acts considerably longer and stronger than reversible cholinesterase inhibitors. It is used for glaucoma treatment. Armin might be used in combination with other antiglaucoma drugs. Known adverse effects are: hypersalivation, sweating, dyspepsia, frequent urination, blurred vision, headache, dizziness, twitching of the tongue and skeletal muscles, nausea, vomiting.

CNS Activity

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Acetylcholinesterase 209 Target ID: CHEMBL220 Sources: https://www.ncbi.nlm.nih.gov/pubmed/674598 \| https://www.ncbi.nlm.nih.gov/pubmed/515367 \| https://www.ncbi.nlm.nih.gov/pubmed/19188831	Inhibitor 8504

Conditions

Condition	Modality	Targets	Highest Phase	Product
Glaucoma 57 Sources: http://www.medicinform.net/spravka/b1/b1_82.htm	Primary		Approved 8583	ARMIN Approved Use Armin is used for glaucoma treatment Launch Date 1999

Overview

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

OverviewOther

Other Inhibitor	Other Substrate	Other Inducer
CYP19A1 429 CYP2C19 2057 CYP1A2 2153	P-gp 2052

Drug as perpetrator

Target	Modality	Activity
CYP19A1 430	inhibitor 4027 Sources: https://pubchem.ncbi.nlm.nih.gov/compound/66067#section=Biological-Test-Results Page: 9.0	inconclusive
CYP1A2 2333	inhibitor 4027 Sources: https://pubchem.ncbi.nlm.nih.gov/compound/66067#section=Biological-Test-Results Page: 78.0	no
CYP2C9 2497	inhibitor 4027 Sources: https://pubchem.ncbi.nlm.nih.gov/compound/66067#section=Biological-Test-Results Page: 73.0	no
CYP3A4 2633	inhibitor 4027 Sources: https://pubchem.ncbi.nlm.nih.gov/compound/66067#section=Biological-Test-Results Page: 70.0	no
CYP2C19 2141	inhibitor 4027 Sources: https://pubchem.ncbi.nlm.nih.gov/compound/66067#section=Biological-Test-Results Page: 4.0	yes
CYP2D6 2546	inhibitor 4027 Sources: https://pubchem.ncbi.nlm.nih.gov/compound/66067#section=Biological-Test-Results Page: 3.0	yes

Drug as victim

Target	Modality	Activity	Metabolite	Clinical evidence
P-gp 2052	substrate 4014 Sources: https://pubchem.ncbi.nlm.nih.gov/compound/66067#section=Biological-Test-Results Page: 11 \| 69	no

Tox targets

Target	Modality	Activity	Metabolite	Clinical evidence
hERG 2263	inhibitor 2237 Sources: https://pubchem.ncbi.nlm.nih.gov/compound/66067#section=Biological-Test-Results Page: 78.0

PubMed

Title	Date	PubMed
[Treatment effectiveness in open-angle glaucoma using aqueous and prolonged-action armin solutions].	1980-05-01	7404931
[Effect of nibuphine, pilocarpine and armine on the size of the blind spot and angioscotoma in patients with primary glaucoma].	1971-09-01	5136387
[Use of armin in glaucoma].	1960	13780545
[Clinical evaluation of armin].	1958-07-01	13593148

Patents

Sample Use Guides

In Vivo Use Guide

1-2 drops 2-3 times per daily

Route of Administration: Topical

In Vitro Use Guide

Unknown

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:44:53 GMT 2025` Edited by `admin` on `Mon Mar 31 18:44:53 GMT 2025`
Record UNII	H39MRI1X2O
Record Status	`Validated (UNII)`
Record Version

Download

Name

Type

Language

ARMINE

Preferred Name

English

P-NITROPHENYL-O-ETHYL ETHYLPHOSPHONATE

Common Name

English

ARMIN

Brand Name

English

ETHYL 4-NITROPHENYL ETHYLPHOSPHONATE [JAN]

Common Name

English

Armine [WHO-DD]

Common Name

English

ETHYL 4-NITROPHENYL ETHYLPHOSPHONATE

Systematic Name

English

PHOSPHONIC ACID, P-ETHYL-, ETHYL 4-NITROPHENYL ESTER

Common Name

English

ARMEEN

Brand Name

English

Code System Code Type Description

WIKIPEDIA

Armine (chemical)