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479675

Sigma-Aldrich

N-(tert-Butyl)hydroxylamine acetate

97%

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About This Item

Linear Formula:
(CH3)3CNHOH·CH3CO2H
CAS Number:
253605-31-1
Molecular Weight:
149.19
MDL number:
MFCD01321354
UNSPSC Code:
12352100
PubChem Substance ID:
24871640
NACRES:
NA.22

Assay

97%

mp

65-69 °C (lit.)

functional group

amine
carboxylic acid

SMILES string

CC(O)=O.CC(C)(C)NO

InChI

1S/C4H11NO.C2H4O2/c1-4(2,3)5-6;1-2(3)4/h5-6H,1-3H3;1H3,(H,3,4)

InChI key

QGYZLVSWEOXOFT-UHFFFAOYSA-N

General description

N-(tert-Butyl)hydroxylamine acetate (NtBuHA acetate) is a derivative of hydroxylamine that shows thioesterase-mimetic and antioxidant characteristics.

Application

N-(tert-Butyl)hydroxylamine acetate has been used in a study to understand its effect on CD (cathepsin D) activity.
It may be used in the preparation of:
  • (Z)-α-5-bromo-N-tert-butyl-2-methoxyphenylnitrone
  • ONO-type pincer ligand
  • hydroxyphenyl nitrones

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKCS5827
MKBT2521V
MKBT0370V
MKBC8246V
MKBC8246

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(Z)-α-5-Bromo-N-tert-butyl-2-methoxyphenylnitrone.
Guo H, et al.
Acta Crystallographica Section E, Structure Reports Online, 63(10), 3943-3943 (2007)
Microwave-assisted synthesis of hydroxyphenyl nitrones with protective action against oxidative stress.
Chavarria C, et al.
European Journal of Medicinal Chemistry, 58, 44-49 (2012)
Ruthenium ONO-Type Pincer Complex: Synthesis, Structural Characterization, and Catalysis.
Zhang Y, et al.
Advanced Synthesis & Catalysis, 352(10), 1779-1783 (2010)
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Human molecular genetics, 24(19), 5416-5432 (2015-07-15)
Neurodegeneration is a devastating manifestation in the majority of >50 lysosomal storage disorders (LSDs). Neuronal ceroid lipofuscinoses (NCLs) are the most common childhood neurodegenerative LSDs. Mutations in 13 different genes (called CLNs) underlie various types of NCLs, of which the
Chinmoy Sarkar et al.
Journal of inherited metabolic disease, 43(5), 1082-1101 (2020-04-13)
Infantile neuronal ceroid lipofuscinosis (INCL) is a devastating neurodegenerative lysosomal storage disease (LSD) caused by inactivating mutations in the CLN1 gene. CLN1 encodes palmitoyl-protein thioesterase-1 (PPT1), a lysosomal enzyme that catalyzes the deacylation of S-palmitoylated proteins to facilitate their degradation

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