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Merck
CN

712256

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
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
329763122
MDL number:
MFCD11850108
Beilstein/REAXYS Number:
1706398
Assay:
≥97.0% (TLC), ≥97.0%, 97.0-103.0% (calc. on dry substance, T)
Form:
liquid

Key Documents

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InChI

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

SMILES string

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

InChI key

SBZDIRMBQJDCLB-UHFFFAOYSA-N

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

functional group

azide, carboxylic acid

storage temp.

−20°C

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

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

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Certificates of Analysis (COA)

Lot/Batch Number
BCBV0359
BCBS0881V
BCBN8344V
BCBM3451V
BCBH4233V

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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.
Biomaterials Science, 2(2), 167-175 (2014)
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
Eliška Böhmová et al.
Pharmaceutics, 12(1) (2020-01-16)
Cell-penetrating peptides (CPPs) are commonly used substances enhancing the cellular uptake of various cargoes that do not easily cross the cellular membrane. CPPs can be either covalently bound directly to the cargo or they can be attached to a transporting
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