4616-63-1

Basic information

• Product Name: N-(PROPARGYLOXY)PHTHALIMIDE
• Synonyms: N-(PROP-2-YNYLOXY)PHTHALIMIDE;N-(PROPARGYLOXY)PHTHALIMIDE;TIMTEC-BB SBB008978;N-Propargyloxyphthalimide,97%;2-(2-Propynyloxy)-2H-isoindole-1,3-dione;2-(Propargyloxy)isoindoline-1,3-dione;N-(Propargyloxy)phthalimide,98%;2-prop-2-ynoxyisoindoline-1,3-dione
• CAS NO: 4616-63-1
• Molecular Formula: C₁₁H₇NO₃
• Molecular Weight: 201.18
• EINECS: 225-024-0
• Product Categories: Carbonyl Compounds;Cyclic Imides;Organic Building Blocks
• Mol File: 4616-63-1.mol
• Article Data: 13

Chemical Properties

• Melting Point: 150-152 °C(lit.)
• Boiling Point: 339.09°C (rough estimate)
• Flash Point: 151.2°C
• Appearance: Beige-brown/Crystalline Powder
• Density: 1.3041 (rough estimate)
• Vapor Pressure: 0.000216mmHg at 25°C
• Refractive Index: 1.4900 (estimate)
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility: Chloroform (Slightly)
• Stability: Moisture Sensitive
• BRN: 1530730
• CAS DataBase Reference: N-(PROPARGYLOXY)PHTHALIMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: N-(PROPARGYLOXY)PHTHALIMIDE(4616-63-1)
• EPA Substance Registry System: N-(PROPARGYLOXY)PHTHALIMIDE(4616-63-1)

Safety Data

• Hazard Codes: Xn
• Statements: 22
• Safety Statements: 24/25
• WGK Germany: 3
• Hazardous Substances Data: 4616-63-1(Hazardous Substances Data)

Usage

Chemical Properties

BEIGE-BROWNISH CRYSTALLINE POWDER

InChI:InChI=1/C11H7NO3/c1-2-7-15-12-10(13)8-5-3-4-6-9(8)11(12)14/h1,3-6H,7H2

Upstream product

• 524-38-9 N-hydroxyphthalimide 
• 106-96-7 propargyl bromide 
• 107-19-7 propargyl alcohol 
• 590-17-0 cyanomethyl bromide 

Downstream Products

• 74484-67-6 2-[4-(2-Methyl-piperidin-1-yl)-but-2-ynyloxy]-isoindole-1,3-dione 
• 860453-07-2 [((C₆H₅)3P)AuCCCH₂ONC(O)C₆H₄C(O)] 
• 21663-79-6 O-(prop-2-yn-1-yl)hydroxylamine hydrochloride 
• 4616-54-0 O-(prop-2-yn-1-yl)hydroxylamine 
• 74484-68-7 2-[4-((2S,6R)-2,6-Dimethyl-piperidin-1-yl)-but-2-ynyloxy]-isoindole-1,3-dione 
• 74484-69-8 2-(4-Azepan-1-yl-but-2-ynyloxy)-isoindole-1,3-dione 
• 74484-70-1 2-(4-Azocan-1-yl-but-2-ynyloxy)-isoindole-1,3-dione 
• 463-49-0 1,2-propanediene 

Relevant articles and documents

A minimally-masked inactive prodrug of panobinostat that is bioorthogonally activated by gold chemistry

The recent incorporation of Au chemistry in the bioorthogonal toolbox has opened up new opportunities to deliver biologically independent reactions in living environments. Herein we report that the O-propargylation of the hydroxamate group of the potent HDAC inhibitor panobinostat leads to a vast reduction of its anticancer properties (>500-fold). We also show that this novel prodrug is converted back into panobinostat in the presence of Au catalysts in vitro and in cell culture.

One-pot: N -glycosylation remodeling of IgG with non-natural sialylglycopeptides enables glycosite-specific and dual-payload antibody-drug conjugates

Chemoenzymatic transglycosylation catalyzed by endo-S mutants is a powerful tool for in vitro glycoengineering of therapeutic antibodies. In this paper, we report a one-pot chemoenzymatic synthesis of glycoengineered Herceptin using an egg-yolk sialylglycopeptide (SGP) substrate. Combining this one-pot strategy with novel non-natural SGP derivatives carrying azido or alkyne tags, glycosite-specific conjugation was enabled for the development of new antibody-drug conjugates (ADCs). The site-specific ADCs and semi-site-specific dual-drug ADCs were successfully achieved and characterized with SDS-PAGE, intact antibody or ADC mass spectrometry analysis, and PNGase-F digestion analysis. Cancer cell cytotoxicity assay revealed that small-molecule drug release of these ADCs relied on the cleavable Val-Cit linker fragment embedded in the structure. These results represent a new approach for glycosite-specific and dual-drug ADC design and rapid synthesis, and also provide the structural requirement for their biologic activities.

TETRAZOLINONE COMPOUND AND APPLICATIONS THEREOF

Disclosed is a tetrazolinone compound having a high pest control effect and represented by the formula (1): wherein R1, R2, R3, and R11 each represent a halogen atom, a C1-C6 alkyl group, or the like; R4 and R5 each represent a hydrogen atom, a halogen atom, a C1-C3 alkyl group, or the like; R6 represents a C1-C3 alkyl group which may have a halogen atom(s) or the like; R7, R8, and R9 each represent a hydrogen atom, a halogen atom, or the like; R10 represents a C1-C3 alkyl group or the like; R12 represents a C1-C6 alkyl group, a C3-C6 cycloalkyl group, or the like, and R13 represents a C1-C6 alkyl group, a C2-C6 alkenyl group, or the like.