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11545

Sigma-Aldrich

4-Azidoaniline hydrochloride

≥98.0% (AT)

Synonym(s):

4-Aminophenyl azide hydrochloride

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About This Item

Linear Formula:
N3C6H4NH2 · HCl
CAS Number:
91159-79-4
Molecular Weight:
170.60
Beilstein:
7942921
MDL number:
MFCD00043274
UNSPSC Code:
12352100
PubChem Substance ID:
329749474

Assay

≥98.0% (AT)

mp

165 °C (dec.) (lit.)

solubility

methanol: soluble

SMILES string

Cl.Nc1ccc(cc1)N=[N+]=[N-]

InChI

1S/C6H6N4.ClH/c7-5-1-3-6(4-2-5)9-10-8;/h1-4H,7H2;1H

InChI key

SDYAJRBHPPWHSF-UHFFFAOYSA-N

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Application

4-Azidoaniline hydrochloride has been used in the synthesis and preparation of [α-32 P]GTP-azidoanilide (GTP-AA).

Other Notes

Versatile protein and peptide modifying agent for photoaffinity labeling; Photoaffinity labeling of GTP-binding proteins.

Pictograms

FlameSkull and crossbones
GHS02,GHS06

Signal Word

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Eye Irrit. 2 - Flam. Sol. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

4.1B - Flammable solid 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

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Yoshihiro Ito et al.
Acta biomaterialia, 3(6), 1024-1032 (2007-07-24)
Photoreactive poly(ethylene glycol) (PEG) was prepared and the polymer was photoimmobilized on organic, inorganic and metal surfaces to reduce their interaction with proteins and cells. The photoreactive PEG was synthesized by co-polymerization of methacrylate-PEG and acryloyl 4-azidobenzene. Surface modification was
E Karteris et al.
The Journal of clinical endocrinology and metabolism, 85(5), 1989-1996 (2000-06-08)
Placentally derived CRH plays a major role in the mechanisms controlling human pregnancy and parturition. In this study, we sought to investigate the signal transduction mechanisms of CRH Type-1 receptors in the feto-placental unit. To clarify the signal transduction components
Photoaffinity labeling of GTP-binding proteins.
R Thomas et al.
Methods in enzymology, 195, 280-286 (1991-01-01)
Y Ito et al.
Journal of biomaterials science. Polymer edition, 12(4), 367-378 (2001-07-05)
Heparin was immobilized on a polystyrene plate in a graded micropattern by photolithography. The micropattern was confirmed by staining with brilliant green. In the presence of basic fibroblast growth factor (bFGF), the growth of NIH3T3 cells was enhanced only in
Elena A Pritchina et al.
Physical chemistry chemical physics : PCCP, 8(6), 719-727 (2006-02-17)
The photochemistry of p-azidoaniline was studied in argon matrices in the absence and presence of oxygen. With the help of quantum chemical calculations we were able to characterize the triplet p-aminophenylnitrene as well as the cis- and trans-p-aminophenylnitroso oxides. It
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