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1-Aminocyclobutanecarboxylic acid

Product Name
1-Aminocyclobutanecarboxylic acid
CAS No.
22264-50-2
Chemical Name
1-Aminocyclobutanecarboxylic acid
Synonyms
1-AMINOCYCLOBUTANE-1-CARBOXYLIC ACID;ACBC;cb1700;AC4C-OH;ACBC-OH;cVal-OH;1,1-ACCB;1-Aminocyclobutaneca;1-Amino-1-carboxycyclobutane;1-amino-cyclobutanecarboxylicaci
CBNumber
CB6419246
Molecular Formula
C5H9NO2
Formula Weight
115.13
MOL File
22264-50-2.mol
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1-Aminocyclobutanecarboxylic acid Property

Melting point:
261 °C (dec.)(lit.)
Boiling point:
241.1±23.0 °C(Predicted)
Density 
1.290±0.06 g/cm3(Predicted)
storage temp. 
Keep in dark place,Inert atmosphere,Room temperature
pka
2.38±0.20(Predicted)
form 
Powder
color 
White
Water Solubility 
Soluble to 100 mM in water.
InChI
InChI=1S/C5H9NO2/c6-5(4(7)8)2-1-3-5/h1-3,6H2,(H,7,8)
InChIKey
FVTVMQPGKVHSEY-UHFFFAOYSA-N
SMILES
C1(N)(C(O)=O)CCC1
CAS DataBase Reference
22264-50-2(CAS DataBase Reference)
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Safety

Hazard Codes 
Xn
Risk Statements 
22-36/37/38
Safety Statements 
26-36
WGK Germany 
3
RTECS 
GU1336000
HazardClass 
IRRITANT
HS Code 
2922498590
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
652369
Product name
1-Amino-1-cyclobutanecarboxylic acid
Purity
97%
Packaging
1g
Price
$60.57
Updated
2025/07/31
Sigma-Aldrich
Product number
652369
Product name
1-Amino-1-cyclobutanecarboxylic acid
Purity
97%
Packaging
5g
Price
$185
Updated
2023/06/20
TCI Chemical
Product number
A3638
Product name
1-Aminocyclobutane-1-carboxylic Acid
Packaging
1G
Price
$36
Updated
2025/07/31
TCI Chemical
Product number
A3638
Product name
1-Aminocyclobutane-1-carboxylic Acid
Packaging
5G
Price
$108
Updated
2025/07/31
Usbiological
Product number
254526
Product name
ACBC
Packaging
25mg
Price
$366
Updated
2021/12/16
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1-Aminocyclobutanecarboxylic acid Chemical Properties,Usage,Production

Uses

ACBC is an NMDA receptor antagonist acting at the glycine site. It acts as an agonist being an analog of glycine at the NMDA-glycine receptor site. This affects the signal transmission in the CNS.

Uses

1-Aminocyclobutanecarboxylic acid acts as an agonist being an analog of glycine at the NMDA-glycine receptor site. This affects the signal transmission in the CNS.

Definition

ChEBI: 1-AMINOCYCLOBUTANE CARBOXYLIC ACID is a L-alpha-amino acid.

reaction suitability

reaction type: solution phase peptide synthesis

Biological Activity

NMDA receptor antagonist acting at the glycine site.

Synthesis

845621-11-6

22264-50-2

1. 1-carbamoyl-cyclobutanecarboxylic acid (1.43 g, 10.0 mmol, 1 eq.) was dissolved in a water-ice bath under nitrogen protection and 1N aqueous NaOH solution (10 mL, 10.0 mmol, 1 eq.) was added slowly. 2. NaOCl solution (10-13% solution, 9.0 mL, ~15.0 mmol, 1.5 eq.) was added slowly and the reaction mixture was stirred for 1 hour at 5 °C. 3. 10N NaOH solution (2.0 mL, 20 mmol, 2 eq.) was added slowly, keeping the reaction temperature below 20 °C and stirred at 15-25 °C for 3 h. The reaction was monitored by LC-MS. The completion of the reaction was monitored by LC-MS. 4. Quench the reaction with an aqueous solution (3 mL) of Na2S2O3-3H2O (2.48 g, 10 mmol, 1 eq.) at 15 °C and continue stirring for 1 hour. 5. Neutralize the reaction mixture with 12N HCl aqueous solution to pH=7.0. 6. Volatiles were removed by azeotropic distillation with toluene under reduced pressure to give about 9 g of white solid. 7. The solid was extracted with methanol (3 x 30 mL) and 2.0 g of crude product was obtained after evaporation of methanol. 8. By 1H NMR analysis, it was determined that the solid contained 0.81 g of the target product, 1-aminocyclobutanecarboxylic acid (70% yield), and the rest were inorganic salts. 9. Comparison of 1H and 13C NMR data confirmed that the structure of the product was consistent with the standard sample provided by Sumitomo Chemical, Inc.

storage

Room temperature

References

[1] Patent: WO2005/19158, 2005, A1. Location in patent: Page/Page column 18

1-Aminocyclobutanecarboxylic acid Preparation Products And Raw materials

Raw materials

Preparation Products

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1-Aminocyclobutanecarboxylic acid Suppliers

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View Lastest Price from 1-Aminocyclobutanecarboxylic acid manufacturers

Henan Fengda Chemical Co., Ltd
Product
1-Aminocyclobutanecarboxylic acid 22264-50-2
Price
US $3.00-0.20/KG
Min. Order
1KG
Purity
98%
Supply Ability
g-kg-tons, free sample is available
Release date
2024-03-26
Zhuozhou Wenxi import and Export Co., Ltd
Product
1-Amino-1-cyclobutanecarboxylic acid 22264-50-2
Price
US $15.00-10.00/KG
Min. Order
1KG
Purity
99%+ HPLC
Supply Ability
Monthly supply of 1 ton
Release date
2021-06-27
Career Henan Chemical Co
Product
1-Aminocyclobutanecarboxylic acid 22264-50-2
Price
US $1.00/KG
Min. Order
1KG
Purity
98%
Supply Ability
200KG
Release date
2018-08-15

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