3-Azidopropanoic acid

Base Information

• Chemical Name: 3-Azidopropanoic acid
• CAS No.: 18523-47-2
• Deprecated CAS: 79583-67-8
• Molecular Formula: C3H5N3O2
• Molecular Weight: 115.092
• Hs Code.: 2929909090
• European Community (EC) Number: 805-451-4
• UNII: PXM5HY6VUN
• DSSTox Substance ID: DTXSID50171759
• Nikkaji Number: J2.624.282G
• Wikidata: Q83041912
• Mol file: 18523-47-2.mol

Synonyms:3-azidopropanoic acid;18523-47-2;3-azidopropionic acid;Azidopropionic acid;Propanoic acid, 3-azido-;CCRIS 1794;PXM5HY6VUN;MFCD01695706;3-azido-propionic acid;3-AzidopropionicAcid;3-azido propionic acid;UNII-PXM5HY6VUN;LCZC426;SCHEMBL13482785;3-Azidopropionic acid, >=95%;DTXSID50171759;AMY21581;AKOS010631728;CS-7081;BP-23799;SY142459;LS-124497;CS-0254695;FT-0685272;EN300-108329;F79880;A930249;F8881-6539;3-Azidopropionic acid;2-azidopropionic acid;azidopropionic acid

Chemical Property of 3-Azidopropanoic acid

Chemical Property:

• PSA: 87.05000
• LogP: 0.22416
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 115.038176411
• Heavy Atom Count: 8
• Complexity: 127

Purity/Quality:

99%, ^*data from raw suppliers

3-AzidopropionicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(CN=[N+]=[N-])C(=O)O
• Description: 3-Azidopropionic Acid contains an azide moiety and carboxylic acid group. The azide group can undergo copper-catalyzed Click Chemistry reactions with alkyne groups. The terminal carboxylic acid group can react with primary amine groups in the presence of activators such as EDC or HATU to form stable amide bonds.
• Uses: 3-Azidopropionic Acid is a mutagenic substance.

Technology Process of 3-Azidopropanoic acid

There total 9 articles about 3-Azidopropanoic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

3-Bromopropionic acid (590-92-1) → 3-azidopropanoic acid (18523-47-2,79583-67-8)

Guidance literature:

With sodium azide; In water;

DOI:10.1021/acsmedchemlett.5b00474

Reference yield: 99.0%

acrylic acid (79-10-7) → 3-azidopropanoic acid (18523-47-2,79583-67-8)

Guidance literature:

With trimethylsilylazide; In neat (no solvent); at 60 ℃; for 0.5h;

DOI:10.1021/ol302069h

Reference yield: 85.0%

chloropropionic acid (107-94-8) → 3-azidopropanoic acid (18523-47-2,79583-67-8)

Guidance literature:

With sodium azide; In water; for 15h;

DOI:10.1016/j.polymer.2014.01.026

upstream raw materials:

acrylic acid

β-Propiolactone

3-Bromopropionic acid

azido-b-alanine methyl ester

Downstream raw materials:

C₁₁H₁₀IN₃O₂

C₂₁H₂₇N₅O₄

C₂₁H₂₇N₅O₄

C₂₀H₂₅N₅O₄

Refernces

• 1、 Su, Yu-Chih,Lo, Yu-Lun,Hwang, Chi-Ching,Wang, Li-Fang,Wu, Min Hui,Wang, Eng-Chi,Wang, Yun-Ming,Wang, Tzu-Pin. "Azide-alkyne cycloaddition for universal post-synthetic modifications of nucleic acids and effective synthesis of bioactive nucleic acid conjugates". . p. 6624 - 6633. Retrieved 2014.
• 2、 Liu, Tong,Romanova, Svetlana,Wang, Shuo,Hyun, Megan A.,Zhang, Chi,Cohen, Samuel M.,Singh, Rakesh K.,Bronich, Tatiana K.. "Alendronate-Modified Polymeric Micelles for the Treatment of Breast Cancer Bone Metastasis". . . Retrieved 2019.
• 3、 Purwin,Hernández-Toribio,Coderch,Panchuk,Skorokhyd,Filipiak,De Pascual-Teresa,Ramos. "Design and synthesis of novel dual-target agents for HDAC1 and CK2 inhibition". . p. 66595 - 66608. Retrieved 2016.
• 4、 Andraos, John,Ballerini, Eleonora,Vaccaro, Luigi. "A comparative approach to the most sustainable protocol for the β-azidation of α,β-unsaturated ketones and acids". . p. 913 - 925. Retrieved 2015.
• 5、 Yang, Chao,Mi, Jiaqi,Feng, You,Ngo, Liza,Gao, Tielong,Yan, Leilei,Zheng, Yujun George. "Labeling lysine acetyltransferase substrates with engineered enzymes and functionalized cofactor surrogates". . p. 7791 - 7794. Retrieved 2013.
• 6、 Br?nstrup, Mark,Grunenberg, J?rg,Hotop, Sven-Kevin,Karge, Bianka,Lai, Yi-Hui,Peukert, Carsten,Pinkert, Lukas,Schulze, Lara Marie. "Antibiotic Conjugates with an Artificial MECAM-Based Siderophore Are Potent Agents against Gram-Positive and Gram-Negative Bacterial Pathogens". . p. 15440 - 15460. Retrieved 2021/10/25.
• 7、 Tang, Kai-Wei,Hsu, Wen-Li,Chen, Cheng-Ru,Tsai, Ming-Hsien,Yen, Chia-Jung,Tseng, Chih-Hua. "Discovery of triazolyl thalidomide derivatives as anti-fibrosis agents". . p. 3589 - 3599. Retrieved 2021/03/03.