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90303

Sigma-Aldrich

4-(Boc-amino)butyl bromide

technical, ≥90% (AT)

Synonym(s):

Carbamic acid, (4-bromobutyl)-, 1,1-dimethylethyl ester, tert-Butyl N-(4-bromobutyl)carbamate

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About This Item

Linear Formula:
Br(CH2)4NHCO2C(CH3)3
CAS Number:
164365-88-2
Molecular Weight:
252.15
MDL number:
MFCD06201020
UNSPSC Code:
12352200
PubChem Substance ID:
57653383
NACRES:
NA.22

grade

technical

Quality Level

100

assay

≥90% (AT)

form

liquid

reaction suitability

reagent type: cross-linking reagent

impurities

~5% 1-boc-pyrrolidine

functional group

Boc
amine
bromo

storage temp.

2-8°C

SMILES string

BrCCCCNC(OC(C)(C)C)=O

InChI

1S/C9H18BrNO2/c1-9(2,3)13-8(12)11-7-5-4-6-10/h4-7H2,1-3H3,(H,11,12)

InChI key

GKGFAEREWWZBKY-UHFFFAOYSA-N

Related Categories

Application

4-(Boc-amino)butyl bromide can be used:
  • For the synthesis of N-Boc-aminoalkoxyphenyl derivatives, precursor to pharmacophore elements for the treatment of glaucoma.
  • For the synthesis of various aloperine derivatives with potential application as anti-HIV agents.
  • For the modification of 4,5,6,7-tetrabromobenzotriazole (TBB) derivatives to generate improved CK2 inhibitors.

Other Notes

Building block for the synthesis of natural products and biologically active compounds.

pictograms

Corrosion
GHS05

signalword

Danger

hcodes

H318

Hazard Classifications

Eye Dam. 1

Storage Class

10 - Combustible liquids

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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Identification of bivalent ligands with melatonin receptor agonist and fatty acid amide hydrolase (FAAH) inhibitory activity that exhibit ocular hypotensive effect in the rabbit.
Spadoni G, et al.
Journal of medicinal chemistry, 61(17), 7902-7916 (2018)
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Journal of Medicinal Chemistry, 4, 78-78 (2001)
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Synthesis, biological activity and structural study of new benzotriazole-based protein kinase CK2 inhibitors.
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