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Glycoluril

Product Name
Glycoluril
CAS No.
496-46-8
Chemical Name
Glycoluril
Synonyms
TETRAHYDROIMIDAZO[4,5-D]IMIDAZOLE-2,5(1H,3H)-DIONE;Acetylene carbamide;5(1H;NSC 2765;Glycouril;Glycolueil;Glycoluril;Gansu urea;Glyoxalbiuret;ACETYLENEUREA
CBNumber
CB8461401
Molecular Formula
C4H6N4O2
Formula Weight
142.12
MOL File
496-46-8.mol
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Glycoluril Property

Melting point:
>300 °C (lit.)
Boiling point:
259.66°C (rough estimate)
Density 
1.4926 (rough estimate)
vapor pressure 
0Pa at 25℃
refractive index 
1.8500 (estimate)
storage temp. 
Sealed in dry,Room Temperature
solubility 
15g/l
form 
powder to crystal
pka
12.91±0.20(Predicted)
color 
White to Almost white
Water Solubility 
1.8g/L at 20℃
Merck 
14,93
BRN 
128826
LogP
-3.28
CAS DataBase Reference
496-46-8(CAS DataBase Reference)
NIST Chemistry Reference
Glycoluril(496-46-8)
EPA Substance Registry System
Glycoluril (496-46-8)
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Safety

Hazard Codes 
Xn
Risk Statements 
22
Safety Statements 
24/25
WGK Germany 
1
HS Code 
29332990
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P403+P233Store in a well-ventilated place. Keep container tightly closed.

P405Store locked up.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
G7305
Product name
Glycoluril
Purity
97%
Packaging
5g
Price
$42.75
Updated
2025/07/31
Sigma-Aldrich
Product number
G7305
Product name
Glycoluril
Purity
97%
Packaging
100g
Price
$148
Updated
2025/07/31
TCI Chemical
Product number
G0243
Product name
Glycoluril
Purity
>98.0%(N)
Packaging
25g
Price
$53
Updated
2025/07/31
Usbiological
Product number
278248
Product name
Glycouril
Packaging
100g
Price
$333
Updated
2021/12/16
TRC
Product number
G645900
Product name
Glycoluril
Packaging
1g
Price
$120
Updated
2021/12/16
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Glycoluril Chemical Properties,Usage,Production

Chemical Properties

WHITE TO VERY SLIGHTLY YELLOW CRYSTALLINE POWDER

Uses

Reactant involved in synthesis of:• ;Glycouril hexamers and monofunctionalized cucurbit[6]uril derivatives1,2,3• ;N-chloro compounds from trichloroisocyanuric acid4• ;Glycouril trimers5

Uses

Glycoluril is used as a reagent in the synthesis of acyclic cucurbit[n]uril molecular containers which can enhance the solubility and bioactivity of poorly soluble pharmaceuticals. Also used as a reagent in the synthesis of cucurbit[7]uril containers for targeted delivery of oxaliplatin to cancer cells.

Uses

For derivatives glycoluril, glycoluril resins

Definition

ChEBI: Glycoluril is an azabicycloalkane and a member of ureas.

Flammability and Explosibility

Not classified

Agricultural Uses

Glycine is the simplest naturally occurring amino acid and is a constituent of most proteins. Its formula is H2N·CH2·COOH.

Synthesis

131543-46-9

57-13-6

496-46-8

To a 500 mL three-necked round-bottomed flask equipped with a stirrer was added 100 mL of deionized water, glyoxal (20 g, 0.345 mol, 1.00 eq., 50 mL of a 40 wt% aqueous solution) and urea (51.7 g, 0.862 mol, 2.50 eq.). The reaction mixture was heated to 90°C and stirred for 5 minutes. Concentrated sulfuric acid (4 mL) was slowly added dropwise over 5 minutes, and a white solid formed within 10 minutes after the drop was completed. Stirring of the reaction mixture was continued for 12 hours. Upon completion of the reaction, the mixture was cooled to room temperature and 50% aqueous sodium hydroxide was added dropwise until the pH was adjusted to 14. Stirring was stopped and the reaction mixture was cooled to 0°C. The suspension was separated by vacuum filtration through a Brinell's funnel and the solids were washed with cold water (2 x 500 mL). The solid was transferred to a Brinell funnel and dried under suction for 3 h. Subsequently, it was transferred to a 700 mL beaker and dried at 80°C for 16 h. Glycuronium (1) was obtained as an off-white powder in 45.0 g (0.304 mol, 92% yield). Melting point: 335.19°C; IR (cm^-1): 3182.5 (s), 1677.0 (s); 1H NMR (90 MHz, DMSO-d6): δ 7.13 (s, 4H, -NH), 5.23 (s, 2H, N-CH-N).

References

[1] Tetrahedron Letters, 2016, vol. 57, # 15, p. 1681 - 1682
[2] Patent: WO2014/166347, 2014, A1. Location in patent: Page/Page column 13
[3] Patent: WO2015/143974, 2015, A1. Location in patent: Page/Page column 15
[4] J. Gen. Chem. USSR (Engl. Transl.), 1991, vol. 61, # 12, p. 2581 - 2582
[5] Zhurnal Obshchei Khimii, 1991, vol. 61, # 12, p. 2778 - 2780

Glycoluril Preparation Products And Raw materials

Raw materials

Preparation Products

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Glycoluril Suppliers

Shanghai YouPeng Chemical Co. Ltd.
Tel
021-69005955 13701776567
Fax
021-69005775
Email
youpengchem@163.com
Country
China
ProdList
4161
Advantage
56
Hefei Hirisun Pharmatech Co., Ltd.
Tel
+86-0551-62678551 +86-15056975894
Fax
05512678551
Email
sales@hirisunpharm.com
Country
China
ProdList
176
Advantage
55
J & K SCIENTIFIC LTD.
Tel
18210857532; 18210857532
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
96815
Advantage
76
Dr. J. Pharmachem (India)
Tel
+91 20 24332987
Fax
+91 20 24332137
Email
info@jpharmachem.com
Country
India
ProdList
97
Advantage
55
TCI (Shanghai) Development Co., Ltd.
Tel
021-67121386
Fax
021-67121385
Email
Sales-CN@TCIchemicals.com
Country
China
ProdList
24529
Advantage
81
Ark Pharm, Inc.
Tel
847-367-3680
Fax
847-367-3681
Email
sales@arkpharminc.com
Country
United States
ProdList
1670
Advantage
56
Energy Chemical
Tel
021-021-58432009 400-005-6266
Fax
021-58436166
Email
sales8178@energy-chemical.com
Country
China
ProdList
44801
Advantage
61
Beijing Ouhe Technology Co., Ltd
Tel
010-010-82967028 13522913783
Fax
+86-10-82967029
Email
2355560935@qq.com
Country
China
ProdList
12000
Advantage
60
JinYan Chemicals(ShangHai) Co.,Ltd.
Tel
13817811078
Fax
86-021-50426522,50426273
Email
sales@jingyan-chemical.com
Country
China
ProdList
9976
Advantage
60
Adamas Reagent, Ltd.
Tel
400-6009262 16621234537
Fax
021-64823266
Email
chenyj@titansci.com
Country
China
ProdList
14101
Advantage
59
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View Lastest Price from Glycoluril manufacturers

Shaanxi Dideu New Materials Co. Ltd
Product
Glycoluril 496-46-8
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
98
Supply Ability
10000KGS
Release date
2025-11-13
Henan Aochuang Chemical Co.,Ltd.
Product
Glycoluril 496-46-8
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
98%
Supply Ability
1ton
Release date
2022-09-29
Zhuozhou Wenxi import and Export Co., Ltd
Product
Glycoluril 496-46-8
Price
US $15.00-10.00/KG
Min. Order
1KG
Purity
99%+ HPLC
Supply Ability
Monthly supply of 1 ton
Release date
2021-07-11

496-46-8, GlycolurilRelated Search:


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