N-methylisatoic anhydride

Synonym(s):1-Methyl-1H -benzo[d ][1,3]oxazine-2,4-dione;1-Methyl-4H -3,1-benzoxazine-2,4(1H )dione

CAS NO.：10328-92-4
Empirical Formula: C9H7NO3
Molecular Weight: 177.16
MDL number: MFCD00006815
EINECS: 233-714-8
SAFETY DATA SHEET (SDS)
Update Date: 2024-10-31 20:01:59

What is N-methylisatoic anhydride?

Chemical properties

brownish chunks

The Uses of N-methylisatoic anhydride

N-Methylisatoic anhydride is a 2'-OH selective acylation agent of RNAs, and is widely used for resolving secondary RNA structures using the SHAPE (Selective 2'-Hydroxyl Acylation Analyzed by Primer Extension) technology.

Definition

ChEBI: N-methylisatoic anhydride is a 3,1-benzoxazin-1,4-dione having an N-methyl substituent.

What are the applications of Application

N-Methylisatoic anhydride was first condensed with ethanolamine to give N-(2-hydroxyethyl)-2-methylaminobenzamide. Cyclization of the latter with ethyl pyruvate gave quinazoline derivatives which, upon hydrolysis and dehydrative cyclization with l-methyl-2-chloropyridinium iodide, afforded the l,4-oxazines[3,4-]quinazoline.

Properties of N-methylisatoic anhydride

Melting point:	165 °C (dec.)(lit.)
Boiling point:	309.06°C (rough estimate)
Density	1.3312 (rough estimate)
vapor density	6.1 (vs air)
refractive index	1.5200 (estimate)
storage temp.	Inert atmosphere,Room Temperature
solubility	Soluble in DMSO
form	Solid
pka	-2.24±0.20(Predicted)
color	White to yellow
Sensitive	Moisture Sensitive
CAS DataBase Reference	10328-92-4(CAS DataBase Reference)
EPA Substance Registry System	2H-3,1-Benzoxazine-2,4(1H)-dione, 1-methyl- (10328-92-4)

Safety information for N-methylisatoic anhydride

Signal word	Warning
Pictogram(s)	Exclamation Mark Irritant GHS07
GHS Hazard Statements	H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes	P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P264:Wash hands thoroughly after handling. P264:Wash skin thouroughly after handling. P271:Use only outdoors or in a well-ventilated area. P280:Wear protective gloves/protective clothing/eye protection/face protection. P302+P352:IF ON SKIN: wash with plenty of soap and water. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.