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B79803

Sigma-Aldrich

3-Bromopropylamine hydrobromide

98%

Synonym(s):

3-Aminopropyl bromide hydrobromide

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About This Item

Linear Formula:
BrCH2CH2CH2NH2 · HBr
CAS Number:
5003-71-4
Molecular Weight:
218.92
Beilstein:
3906418
EC Number:
225-675-0
MDL number:
MFCD00012912
UNSPSC Code:
12352100
PubChem Substance ID:
24892034
NACRES:
NA.22

Quality Level

200

Assay

98%

form

crystals

mp

171-172 °C (lit.)

SMILES string

Br.NCCCBr

InChI

1S/C3H8BrN.BrH/c4-2-1-3-5;/h1-3,5H2;1H

InChI key

PQIYSSSTRHVOBW-UHFFFAOYSA-N

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Application

3-Bromopropylamine hydrobromide is commonly used as a reagent to introduce propylamine group to the molecular skeleton. Some of the other reported applications include:
  • Synthesis of photochemically and thermally reactive azobenzene rotaxane and indolocarbazole-containing [2]rotaxane.
  • Synthesis of indenoisoquinoline based active topoisomerase I inhibitors as anticancer agents.

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

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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Antagonist analogue of 6-[3 `-(1-adamantyl)-4 `-hydroxyphenyl]-2-naphthalenecarboxylic acid (AHPN) family of apoptosis inducers that effectively blocks AHPN-induced apoptosis but not cell-cycle arrest.
Dawson M I, et al.
Journal of Medicinal Chemistry, 47(14), 3518-3536 (2004)
Optimization of the indenone ring of indenoisoquinoline topoisomerase I inhibitors.
Morrell A, et al.
Journal of Medicinal Chemistry, 50(18), 4388-4404 (2007)
Christina Gladkova et al.
Nature, 559(7714), 410-414 (2018-07-12)
Mutations in the E3 ubiquitin ligase parkin (PARK2, also known as PRKN) and the protein kinase PINK1 (also known as PARK6) are linked to autosomal-recessive juvenile parkinsonism (AR-JP)1,2; at the cellular level, these mutations cause defects in mitophagy, the process
A multi-mode-driven molecular shuttle: photochemically and thermally reactive azobenzene rotaxanes.
Murakami H, et al.
Journal of the American Chemical Society, 127(45), 15891-15899 (2005)
J E Hale et al.
Analytical biochemistry, 216(1), 61-66 (1994-01-01)
A new versatile reagent, 3-bromopropylamine, for the quantitative analysis of cysteine residues in proteins and peptides is reported. When added to amino acid standards, the 3-bromopropylamine derivative of cysteine, S-3-aminopropylcysteine, elutes in a unique position on four different amino acid
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