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Merck
CN

17356

3-(Boc-amino)propyl bromide

≥96.0% (GC)

Synonym(s):

tert-Butyl N-(3-bromopropyl)carbamate

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About This Item

Linear Formula:
Br(CH2)3NHCO2C(CH3)3
CAS Number:
Molecular Weight:
238.12
UNSPSC Code:
12352200
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
4176344
Assay:
≥96.0% (GC)
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Quality Level

assay

≥96.0% (GC)

reaction suitability

reagent type: cross-linking reagent

mp

37-39 °C

functional group

Boc, amine, bromo

storage temp.

2-8°C

SMILES string

BrCCCNC(OC(C)(C)C)=O

InChI

1S/C8H16BrNO2/c1-8(2,3)12-7(11)10-6-4-5-9/h4-6H2,1-3H3,(H,10,11)

InChI key

IOKGWQZQCNXXLD-UHFFFAOYSA-N

Application

3-(Boc-amino)propyl bromide can be used as an alkylating reagent for the synthesis of:
  • Benzydamine analogs to be used as activators for soluble guanylate cyclase.
  • N-substituted chromenotriazolopyrimidine, human murine double minute 2 (MDM2) inhibitor.
  • Protected amines from piperidine derivatives to be further used for synthesis of sulfonamide series.

It can also be used for the post-polymerization quaternization of polymers to synthesize functional cationic polymers and antimicrobial agents.


pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves



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Improvement of the synthesis and pharmacokinetic properties of chromenotriazolopyrimidine MDM2-p53 protein-protein inhibitors.
Beck HP, et al.
Bioorganic & Medicinal Chemistry Letters, 21(9), 2752-2755 (2011)
Synthesis and biological evaluation of novel pyrazoles and indazoles as activators of the nitric oxide receptor, soluble guanylate cyclase.
Selwood DL, et al.
Journal of medicinal chemistry, 44(1), 78-93 (2001)
Identification of selective 8-(piperidin-4-yloxy) quinoline sulfone and sulfonamide histamine H1 receptor antagonists for use in allergic rhinitis.
Procopiou PA, et al.
Bioorganic & Medicinal Chemistry Letters, 27(21), 4914-4919 (2017)



Global Trade Item Number

SKUGTIN
17356-2.5G04061833347850
17356-500MG04061838751959