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Merck

G1796

Glycolide

≥99%

Synonym(s):

1,4-Dioxane-2,5-dione

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About This Item

Empirical Formula (Hill Notation):
C4H4O4
CAS Number:
502-97-6
Molecular Weight:
116.07
NACRES:
NA.23
PubChem Substance ID:
329799848
UNSPSC Code:
12162002
EC Number:
207-954-9
MDL number:
MFCD00081108

Key Documents

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InChI

1S/C4H4O4/c5-3-1-7-4(6)2-8-3/h1-2H2

InChI key

RKDVKSZUMVYZHH-UHFFFAOYSA-N

SMILES string

O=C1COC(=O)CO1

assay

≥99%

mp

82-86 °C (lit.)

shipped in

dry ice

storage temp.

−20°C

Quality Level

200

Related Categories

General description

Glycolide is a cyclic dimer of α-hydroxy acid that can be used in the formation of aliphatic polyester. It is synthesized by the dimerization of glycolic acid. It forms a low toxic synthetic biodegradable polymer that can be used in medical applications. It is majorly used in the formation of a highly crystalline poly(glycolide) by ring opening polymerization.

Application

Glycolide can be used as a monomer in the preparation of poly(lactic-co-glycolide)(PGLA) via copolymerization with lactide monomer. PGLA is further used in the following applications:
  • Porous PGLA microsphere scaffolds are used in bone repair applications.
  • Encapsulated PGLA nanoparticles can be used in drug delivery and tissue engineering applications. Polymeric micro/nanoparticles made from PLGA have gained significant interest for their appealing characteristics, including biodegradability, biocompatibility, prolonged drug release, and safeguarding the drug against degradation.
It can also be used to synthesize poly(glycolide-caprolactone)(PGCL) copolymers applicable as bioabsorbable suture materials.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302,H319

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

G1796-BULK: + G1796-25G: + G1796-VAR:

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Certificates of Analysis (COA)

Lot/Batch Number
0000540261
0000540261
0000498421
0000498421
0000484722

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Biomedical applications of PLGA particles
Agrawal A, et al.
Materials for Biomedical Engineering, 87-129 (2019)
Towards electroactive gel artificial muscle structures
Electroactive Polymer Actuators and Devices (EAPAD) XX, 10594, 1059408-1059408 (2018)
Anne Marit de Groot et al.
Journal of controlled release : official journal of the Controlled Release Society, 266, 27-35 (2017-09-18)
The skin is an attractive organ for immunization due to the presence of a large number of epidermal and dermal antigen-presenting cells. Hollow microneedles allow for precise and non-invasive intradermal delivery of vaccines. In this study, ovalbumin (OVA)-loaded poly(lactic-co-glycolic acid)
Types of biodegradable polymers
Introduction of Bioplastic Engineering, 81-151 (2016)
Meital Ben David-Naim et al.
Biomaterials, 145, 154-167 (2017-09-02)
siRNA-loaded nanoparticles (NPs) administered systemically can overcome the poor stability and rapid elimination of free double-stranded RNA in circulation, resulting in increased tumor accumulation and efficacy. siRNA against osteopontin (siOPN), a protein involved in breast cancer development, was encapsulated in
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