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Sigma-Aldrich

5-Azidopentanoic acid

≥97.0%

Synonym(s):

5-Azidovalerianic acid

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About This Item

Empirical Formula (Hill Notation):
C5H9N3O2
CAS Number:
79583-98-5
Molecular Weight:
143.14
Beilstein/REAXYS Number:
1706398
MDL number:
MFCD11850108
UNSPSC Code:
12352100
PubChem Substance ID:
329763122
NACRES:
NA.22

assay

≥97.0% (TLC)
≥97.0%
97.0-103.0% (calc. on dry substance, T)

form

liquid

availability

available only in USA

loss

≤10% loss on drying

storage temp.

−20°C

SMILES string

OC(=O)CCCCN=[N+]=[N-]

InChI

1S/C5H9N3O2/c6-8-7-4-2-1-3-5(9)10/h1-4H2,(H,9,10)

InChI key

SBZDIRMBQJDCLB-UHFFFAOYSA-N

Application

5-Azidopentanoic acid can be used to synthesize:
  • Chitosan-poly(ethylene glycol) hydrogels by azide–alkyne click chemistry.
  • 5-iodo-1,2,3-triazole containing macrocycles.
  • Bivalent quinine dimers intervening triazole ring used as inhibitors of P-glycoprotein (P-gp) mediated cellular efflux.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

pictograms

FlameHealth hazard
GHS02,GHS08

signalword

Danger

hcodes

H242,H350

Hazard Classifications

Carc. 1B - Self-react. C

supp_hazards

EUH019

Storage Class

5.2 - Organic peroxides and self-reacting hazardous materials

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Click chemistry-derived bivalent quinine inhibitors of P-glycoprotein-mediated cellular efflux.
Kuriakose J, et al.
Bioorganic & medicinal chemistry letters, 22(13), 4410-4412 (2012)
In situ-forming robust chitosan-poly (ethylene glycol) hydrogels prepared by copper-free azide-alkyne click reaction for tissue engineering.
Truong VX, et al.
Biomaterials Science, 2(2), 167-175 (2014)
Synthesis of 5-iodo-1, 2, 3-triazole-containing macrocycles using copper flow reactor technology.
Bogdan AR, et al.
Organic Letters, 13(15), 4060-4063 (2011)
Ian J Huggins et al.
Molecules (Basel, Switzerland), 24(18) (2019-09-13)
Nucleic Acid Therapeutics (NATs), including siRNAs and AntiSense Oligonucleotides (ASOs), have great potential to drug the undruggable genome. Targeting siRNAs and ASOs to specific cell types of interest has driven dramatic improvement in efficacy and reduction in toxicity. Indeed, conjugation
Robert Pola et al.
Pharmaceutics, 12(1) (2020-01-08)
This report describes the design, synthesis and evaluation of tumor-targeted polymer probes to visualize epidermal growth factor receptor (EGFR)-positive malignant tumors for successful resection via fluorescence guided endoscopic surgery. Fluorescent polymer probes of various molecular weights enabling passive accumulation in
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