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IBOTENIC ACID

Product Name
IBOTENIC ACID
CAS No.
2552-55-8
Chemical Name
IBOTENIC ACID
Synonyms
IBOTENIC ACID;IBOTENIC ACID(RG);DL-Ibotenic acid.;(RS)-Ibotenic acid;(+/-)-IBOTENIC ACID;Ibotenic Acid (CRM);IBOTENIC ACID USP/EP/BP;Ibotenic acid in methanol;Ibotenic Acid [(RS)-Ibotenic acid;α-amino-3-hydroxy-5-isoxazoleacetic acid
CBNumber
CB0400501
Molecular Formula
C5H6N2O4
Formula Weight
158.11
MOL File
2552-55-8.mol
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IBOTENIC ACID Property

Melting point:
141-147 °C
Density 
1.621±0.06 g/cm3 (20 ºC 760 Torr)
storage temp. 
Keep in dark place,Inert atmosphere,Room temperature
solubility 
H2O: soluble1mg/mL, clear, colorless (with sonication)
form 
White solid
pka
2.16±0.10(Predicted)
color 
white
Odor
Practically odorless. Faint, meat-like, mild and sweet taste in aqueous dilutions.
Water Solubility 
Soluble to 10 mM in water and to 100 mM in 1.1eq. NaOH
Stability:
Stable for 1 year from date of purchase as supplied. Solutions in distilled water may be stored at -20°C for up to 1 month.
InChIKey
IRJCBFDCFXCWGO-UHFFFAOYSA-N
LogP
-1.070 (est)
CAS DataBase Reference
2552-55-8(CAS DataBase Reference)
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Safety

Hazard Codes 
T,Xn
Risk Statements 
23/24/25-25-40
Safety Statements 
45-38-36/37/39-28A-22-36
RIDADR 
1544
WGK Germany 
3
RTECS 
NY2100000
HazardClass 
6.1(b)
PackingGroup 
III
Toxicity
LD50 in mice, rats (mg/kg): 15, 42 i.v.; 38, 129 orally (Theobald)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H301Toxic if swalloed

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

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

P301+P310IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.

P405Store locked up.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
I2765
Product name
Ibotenic acid
Purity
~95%, solid
Packaging
1mg
Price
$231
Updated
2024/03/01
Sigma-Aldrich
Product number
I2765
Product name
Ibotenic acid
Purity
~95%, solid
Packaging
5mg
Price
$384.6
Updated
2024/03/01
Sigma-Aldrich
Product number
5.05024
Product name
Ibotenic Acid - CAS 2552-55-8 - Calbiochem
Packaging
1MG
Price
$155
Updated
2024/03/01
Cayman Chemical
Product number
14584
Product name
Ibotenic Acid
Purity
≥98%
Packaging
1mg
Price
$56
Updated
2024/03/01
Cayman Chemical
Product number
14584
Product name
Ibotenic Acid
Purity
≥98%
Packaging
5mg
Price
$221
Updated
2024/03/01
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IBOTENIC ACID Chemical Properties,Usage,Production

Description

Ibotenic acid (60573-88-8) is a conformationally restricted analog of glutamate which occurs naturally in Amanita mascaria and related mushrooms.? It is a non-specific glutamate receptor (both NMDA and mGluR) agonist.1 May be used to induce hippocampal lesioning in rat neurodegeneration models.2,3 Induces lesions in the subiculum in a mouse model of Alzheimer’s disease.4

Chemical Properties

Crystalline solid; forms monohydrate; mp151°C (303.8°F) (anhydrous), 145°C (293°F)(monohydrate); soluble in water and alcohol.

Uses

Ibotenic acid has been used to perform surgery in adult male zebra finches (Taeniopygia guttata) to study reversing reinforcement-induced vocal changes.

Uses

Ibotenic acid is a neuroexcitatory amino acid originally isolated from Amanita species that functions as a NMDA and metabotropic glutamate receptor agonist. As a neurotoxin, ibotenic acid is often used to induce brain lesions in animals that model cognitive dysfunctions resulting from neurodegenerative diseases, traumatic brain injury, and stroke.

Uses

Neurobiological tool.

Preparation

Isolated from the Japanese fly mushroom. The acid can be produced synthetically.

Definition

A isoxazole which, together with muscimol, is largely responsible for the toxicities of a number of mushrooms including those of the genus Amanita. It is a potent excitatory amino acid.

Hazard

Neurotoxic; causes motor depression, ataxia, changes in mood, perceptions and feelings.

Health Hazard

Ibotenic acid is a potent neurologic aminoacid. It exhibits neuroexcitatory activity andcauses sedative actions on spinal neurons.High doses can cause sleep, hallucinations,distorted perceptions, and nausea. In humansthe symptoms above may be manifested fromingestion of 6–8 mg of ibotenic acid.
LD50 value, oral (mice): 38 mg/kg
LD50 value, intraperitoneal (mice): 15 mg/kg.

Biological Activity

NMDA and metabotropic glutamate receptor agonist.

Biochem/physiol Actions

Non-selective agonist with preference for NMDA glutamate receptors; neurotoxin; neuroexcitatory amino acid originally isolated from Amanita species.

storage

-20°C (desiccate)

Purification Methods

It has been converted to the ammonium salt (m 121-123o dec) dissolved in H2O, passed through an Amberlite IR 120 resin (H+ form) and eluted with H2O. The acidic fractions are collected, evaporated to dryness and the residue recrystallises from H2O as the monohydrate (m 144-146o). The anhydrous acid is obtained by making a slurry with MeOH, decanting and evaporating to dryness, and repeating the process twice more to give the anhydrous acid (m 151-152o). Recrystallisation from H2O gives the monohydrate. [Nakamura Chem Pharm Bull Jpn 19 46 1971.] The ethyl ester forms needles when crystallised from a small volume of Et2O and has m 78-79o and IR (CHCl3) with max 35002300 (OH), 1742 (ester C=O), 1628, 1528cm-1, and UV with λmax (EtOH) at 206nm (ε 7,080). The hydrazide has m 174-175o (from MeOH) with IR (KBr) 1656 (C=O)cm-1.

References

1) Nakanishi (1992), Molecular diversity of glutamate receptors and implications for brain function; Science 258 597 2) Jarrard (1989), On the use of ibotenic acid to lesion selectively different components of the hippocampal formation; J. Neurosci. Methods 29 251 3) Isacson and Peschanski (1992), Is there capacity for anatomical and functional repair in the adult somatosensory thalamus?; Exp. Neurol. 115 173 4) George et al. (2014), Lesion of the subiculum reduces the spread of amyloid beta pathology to interconnected brain regions in a mouse model of Alzheimer’s disease; Acta Neuropathol. Commun. 2 17

IBOTENIC ACID Preparation Products And Raw materials

Raw materials

Preparation Products

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IBOTENIC ACID Suppliers

Meryer (Shanghai) Chemical Technology Co., Ltd.
Tel
021-61259108 18621169109
Fax
86-21-61259102
Email
market03@meryer.com
Country
China
ProdList
40228
Advantage
62
3B Pharmachem (Wuhan) International Co.,Ltd.
Tel
821-50328103-801 18930552037
Fax
86-21-50328109
Email
3bsc@sina.com
Country
China
ProdList
15839
Advantage
69
Ascent Scientific
Tel
4401179829988
Fax
4402030 700 369
Email
customerservice@ascentscientific.co.uk
Country
United Kingdom
ProdList
279
Advantage
60
Chemsky(shanghai)International Co.,Ltd.
Tel
021-50135380
Email
shchemsky@163.com
Country
China
ProdList
283
Advantage
58
Spectrum Chemical Manufacturing Corp.
Tel
021-021-021-67601398-809-809-809 15221380277
Fax
021-57711696
Email
marketing_china@spectrumchemical.com
Country
China
ProdList
9658
Advantage
60
Shanghai Aladdin Bio-Chem Technology Co.,LTD
Tel
400-400-6206333 18521732826
Fax
021-50323701
Email
market@aladdin-e.com
Country
China
ProdList
25003
Advantage
65
Shanghai Tauto Biotech Co., Ltd.
Tel
021-51320588
Fax
0086-21-51320502
Email
tauto@tautobiotech.com
Country
China
ProdList
3989
Advantage
66
AdooQ BioScience, LLC
Tel
+1 (866) 930-6790
Fax
+1 (866) 333-9607
Email
info@adooq.com
Country
United States
ProdList
2782
Advantage
58
TargetMol Chemicals Inc.
Tel
021-021-33632979 15002134094
Fax
021-33632979
Email
marketing@targetmol.com
Country
China
ProdList
7783
Advantage
58
Shanghai Meishui Chemical Technology Co., Ltd
Tel
021-60549325 18616193163
Fax
021-33250306
Country
China
ProdList
4526
Advantage
56
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View Lastest Price from IBOTENIC ACID manufacturers

ARCTIC EXPORTS INC
Product
IBOTENIC ACID 2552-55-8
Price
US $0.00/kg
Min. Order
10kg
Purity
99% purity
Supply Ability
1000 kg
Release date
2023-12-13
Henan Fengda Chemical Co., Ltd
Product
IBOTENIC ACID 2552-55-8
Price
US $10.00-2.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
g-kg-tons, free sample is available
Release date
2024-04-28
Zhuozhou Wenxi import and Export Co., Ltd
Product
IBOTENIC ACID 2552-55-8
Price
US $15.00-10.00/KG
Min. Order
1KG
Purity
99%+ HPLC
Supply Ability
Monthly supply of 1 ton
Release date
2021-08-11

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