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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:
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

Signal Word

Danger

Hazard Statements

H242,H350

Hazard Classifications

Carc. 1B - Self-react. C

Supplementary Hazards

EUH019

Storage Class Code

5.2 - Organic peroxides and self-reacting hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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)
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)
In situ-forming robust chitosan-poly (ethylene glycol) hydrogels prepared by copper-free azide-alkyne click reaction for tissue engineering.
Truong VX, et al.
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