N-HYDROXYMETHYLSUCCINIMIDE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C5H7NO3
Molecular Weight	129.114
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

OCN1C(=O)CCC1=O

InChI

InChIKey=AZVYYSCOCHRFKW-UHFFFAOYSA-N

InChI=1S/C5H7NO3/c7-3-6-4(8)1-2-5(6)9/h7H,1-3H2

HIDE SMILES / InChI

Molecular Formula	C5H7NO3
Molecular Weight	129.114
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/11278041
Curator's Comment: description was created based on several sources, including: https://www.ncbi.nlm.nih.gov/pubmed/26740206 http://www.kegg.jp/medicus-bin/japic_med?japic_code=00058337

N-hydroxymethylsuccinimide is used for ester prodrugs synthesis and as proallergen in epicutaneous patch test, indicated for use as an aid in the diagnosis of allergic contact dermatitis.

Approval Year

Conditions

Condition	Modality	Targets	Highest Phase	Product
Allergic contact dermatitis 14 Sources: http://www.fda.gov/downloads/BiologicsBloodVaccines/Allergenics/UCM294327.pdf https://www.ncbi.nlm.nih.gov/pubmed/2600209 DOI: 10.1111/j.1600-0536.1990.tb05134.x	Diagnostic		Approved 8583	TRUE Test Approved Use N-hydroxymethyl succinimide is used as proallergen, which is cleaved into succinimide and formaldehyde when it comes in contact with the transepidermal water on the surface of the skin.

PubMed

Title	Date	PubMed
Cyclic amide derivatives as potential prodrugs II: N-hydroxymethylsuccinimide- / isatin esters of some NSAIDs as prodrugs with an improved therapeutic index.	2001-03-30	11278041

Patents

Sample Use Guides

In Vivo Use Guide

About 780 ug/cm2

Route of Administration: Topical

In Vitro Use Guide

Unknown

Substance Class	Chemical Created by `admin` on `Mon Mar 31 21:10:15 GMT 2025` Edited by `admin` on `Mon Mar 31 21:10:15 GMT 2025`
Record UNII	S564EDH93R
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

N-HYDROXYMETHYLSUCCINIMIDE

Systematic Name

English

NSC-27352

Preferred Name

English

SUCCINIMIDE, N-(HYDROXYMETHYL)-

Systematic Name

English

2,3-PYRROLIDINEDIONE, 1-(HYDROXYMETHYL)-

Systematic Name

English

N-METHYLOLSUCCINIMIDE

Systematic Name

English

2,5-PYRROLIDINEDIONE, 1-(HYDROXYMETHYL)-

Systematic Name

English

HYDROXYMETHYL SUCCINIMIDE

Systematic Name

English

N-(HYDROXYMETHYL)SUCCINIMIDE

Systematic Name

English

N-HYDROXYMETHYL SUCCINIMIDE

Systematic Name

English

Code System Code Type Description

NSC

27352