allantoin

Modify Date: 2024-01-02 11:44:15

allantoin Structure
allantoin structure
 Common Name allantoin
CAS Number 97-59-6 Molecular Weight 158.115
Density 1.7±0.1 g/cm3 Boiling Point 478ºC
Molecular Formula C4H6N4O3 Melting Point 230 °C (dec.)(lit.)
MSDS Chinese USA Flash Point 230-234°C
Symbol GHS07
GHS07		 Signal Word Warning

 Use of allantoin


Allantoin is a skin conditioning agent that promotes healthy skin, stimulates new and healthy tissue growth.

 Names

Name allantoin
Synonym More Synonyms

 allantoin Biological Activity

Description Allantoin is a skin conditioning agent that promotes healthy skin, stimulates new and healthy tissue growth.
Related Catalog
Target

Human Endogenous Metabolite
In Vitro Allantoin is a well-known cosmetic ingredient reported to have anti-oxidative and anti-inflammatory activities[1]. Allantoin attenuates apoptosis and cytotoxicity and increased the viability of STZ-induced β-cells in a dose-dependent manner. Allantoin decreases the level of caspase-3 and increases the level of phosphorylated B-cell lymphoma 2 (Bcl-2) expression. Allantoin has been demonstrated to activate imidazoline 3 (I3) receptors[2].
In Vivo The subchronic administration of allantoin (1, 3 or 10 mg/kg, for 7 days) significantly increases the latency time measured during the passive avoidance task in scopolamine-induced cholinergic blockade and normal naive mice. Allantoin treatment (3 or 10 mg/kg, for 7 days) also increases the expression levels of phosphorylated phosphatidylinositide 3-kinase (PI3K), phosphorylated protein kinase B (Akt) and phosphorylated glycogen synthase kinase-3β (GSK-3β). Allantoin significantly increases the neuronal cell proliferation of immature neurons in the hippocampal dentate gyrus region[1]. Daily injection of allantoin for 8 days in STZ-treated rats significantly lowers plasma glucose and increases plasma insulin levels [2]. Allantoin decreases blood pressures in SHRs at 30 minutes, as the most effective time. Also, this antihypertensive action is shown in a dose-dependent manner from SHRs treated with allantoin. Moreover, in anesthetized rats, allantoin inhibits cardiac contractility and heart rate. Also, the peripheral blood flow is markedly increased by allantoin[3].
Cell Assay Pancreatic β-cells are treated with 1, 10, 100 μM of allantoin before 30 min prior to the addition of 5 mM STZ and incubated for 6 h. Cell viability is measured using the ApoTox-Glo triplex assay[2].
Animal Admin Rats: Animals are randomly assigned into four groups: (I) the control group treated with the vehicle, saline; (II) the allantoin group treated by intravenous injection of allantoin at 0.5 mg/kg; (III) the allantoin+efaroxan group treated with allantoin at the most effective dose (0.5 mg/kg, i.v.) and efaroxan at effective dose (1.5 mg/kg, i.v.) 30 minutes before injection of allantoin; and (IV) the allantoin treated SHRs group treated by intravenous injection of allantoin at various dose for desired time. After treatment of allantoin, the rats are placed into a holder for the determination of the mean blood pressure[3]. Mice: For memory ameliorating study, mice are administered vehicle solution, allantoin (1, 3 or 10 mg/kg, p.o.) or donepezil (5 mg/kg, p.o.) at the same time (10:00-12:00 a.m) and same place for 7 days. For memory enhancing study, mice are administered vehicle solution, allantoin (1, 3 or 10 mg/kg, p.o.) or piracetam (200 mg/kg, i.p.). The final administration of allantoin, donepezil or piracetam is performed 1 h before an acquisition trial in the passive avoidance task[1].
References

[1]. Ahn YJ, et al. Effects of allantoin on cognitive function and hippocampal neurogenesis. Food Chem Toxicol. 2014 Feb;64:210-6.

[2]. Amitani M, et al. Allantoin ameliorates chemically-induced pancreatic β-cell damage through activation of the imidazoline I3 receptors. PeerJ. 2015 Aug 6;3:e1105.

[3]. Chen MF, et al. Antihypertensive action of allantoin in animals. Biomed Res Int. 2014;2014:690135.

 Chemical & Physical Properties

Density 1.7±0.1 g/cm3
Boiling Point 478ºC
Melting Point 230 °C (dec.)(lit.)
Molecular Formula C4H6N4O3
Molecular Weight 158.115
Flash Point 230-234°C
Exact Mass 158.043991
PSA 113.32000
LogP -2.89
Index of Refraction 1.616
Storage condition Refrigerator

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
YT1600000
CHEMICAL NAME :
Urea, (2,5-dioxo-4-imidazolidinyl)-
CAS REGISTRY NUMBER :
97-59-6
BEILSTEIN REFERENCE NO. :
0102364
LAST UPDATED :
199701
DATA ITEMS CITED :
4
MOLECULAR FORMULA :
C4-H6-N4-O3

 Safety Information

Symbol GHS07
GHS07
Signal Word Warning
Hazard Statements H302
Precautionary Statements P301 + P312 + P330
Personal Protective Equipment dust mask type N95 (US);Eyeshields;Gloves
Hazard Codes Xn,Xi
Risk Phrases R22
Safety Phrases S22-S24/25
RIDADR NONH for all modes of transport
WGK Germany 1
RTECS YT1600000
HS Code 2933790090

 Synthetic Route

 Customs

HS Code 2933990090
Summary 2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

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 Synonyms

Allantol
DL-Allantoin
uniderma
ALL
Allantoin
Septalan
N-(2,5-Dioxo-4-imidazolidinyl)urea
2,5-Dioxo-4-imidazolidinyl-urea
Urea, (2,5-dioxo-4-imidazolidinyl)- (9CI)
4-ureido-2,5-Imidazolidinedione
toin
5-ureidohydantoin
ALANTOIN
(±)-Allantoin
Sebical
4H-imidazole-2,5-diol, 4-[(hydroxyiminomethyl)amino]-
Urea, (2,5-dioxo-4-imidazolidinyl)-
Alantan
1-(2,5-Dioxoimidazolidin-4-yl)harnstoff
Allantoin (8CI)
1-(2,5-dioxoimidazolidin-4-yl)urea
2,5-dioxo-4-imidazolidinyl urea
1-(2,5-Dioxo-4-imidazolidinyl)urea
Urea, N-(2,5-dioxo-4-imidazolidinyl)-
MFCD00005260
Psoralon
5-Ureido-2,4-imidazolidindion
5-ureido-Hydantoin
EINECS 202-592-8
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Related Compounds: More...
allantoin
5377-33-3
SULFALLANTOIN
12124-90-2
(+)-allantoin
7303-80-2
SULFALLANTOIN
495-20-5
Allantoin PABA
4207-42-5
Allantoin biotin
4492-73-3
methyl allantoin
22494-76-4
Dehydro-allantoin
105245-87-2
Allantoin ascorbate
57448-83-6
Chemsrc provides allantoin(CAS#:97-59-6) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. Articles of allantoin are included as well.>> amp version: allantoin

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