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Merck

15408

Sigma-Aldrich

N-Boc-1,3-propanediamine

≥97.0% (GC/NT)

Sinónimos:

N-Boc-1,3-diaminopropane, tert-Butyl N-(3-aminopropyl)carbamate

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About This Item

Fórmula lineal:
(CH3)3COCONH(CH2)3NH2
Número de CAS:
Peso molecular:
174.24
Beilstein/REAXYS Number:
3588328
MDL number:
UNSPSC Code:
12352116
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

≥97.0% (GC/NT)

reaction suitability

reagent type: cross-linking reagent

refractive index

n20/D 1.454 (lit.)
n20/D 1.459

bp

203 °C (lit.)

mp

22 °C (lit.)

density

0.998 g/mL at 20 °C (lit.)

functional group

Boc
amine

SMILES string

NCCCNC(OC(C)(C)C)=O

InChI

1S/C8H18N2O2/c1-8(2,3)12-7(11)10-6-4-5-9/h4-6,9H2,1-3H3,(H,10,11)

InChI key

POHWAQLZBIMPRN-UHFFFAOYSA-N

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Application

  • Tackling vancomycin-resistant bacteria with ′lipophilic–vancomycin–carbohydrate conjugates′: This study discusses the synthesis of derivatives using N-Boc-1,3-propanediamine to develop new antibacterial agents targeting resistant bacterial strains (Yarlagadda et al., 2015).
  • Sulfonamides differing in the alkylamino substituent length–Synthesis, electrochemical characteristic, acid-base profile and complexation properties: The study involves N-Boc-1,3-propanediamine in the synthesis of novel sulfonamide derivatives with potential biochemical applications (Ciesielska et al., 2022).
  • Direct α-alkylation of primary aliphatic amines enabled by CO2 and electrostatics: Research demonstrating selective α-alkylation of N-Boc-1,3-propanediamine, highlighting a novel method in organic synthesis (Ye et al., 2018).

Other Notes

Synthesis of spermidine analogues; Preparation of pharmacologically active compounds.

pictograms

CorrosionExclamation mark

signalword

Danger

hcodes

Hazard Classifications

Acute Tox. 4 Oral - Skin Corr. 1B

Storage Class

8A - Combustible corrosive hazardous materials

wgk_germany

WGK 3

flash_point_f

228.2 °F - closed cup

flash_point_c

109 °C - closed cup

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter


Certificados de análisis (COA)

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T L Huang et al.
Journal of medicinal chemistry, 35(13), 2414-2418 (1992-06-26)
A number of substrate analogues of N8-acetylspermidine (N8-AcSpd) (16) and chemical modifying agents containing metal coordinating ligands were assayed as inhibitors of the cytoplasmic enzyme N8-AcSpd deacetylase from rat liver. The enzyme is inhibited by metal chelators, several omega-amino-substituted carboxylic
Syota Kawaguchi et al.
The Journal of reproduction and development, 59(3), 225-230 (2013-01-30)
Luteinizing hormone (LH) regulates several ovarian functions. However, the luteoprotective mechanisms of LH involved in the maintenance of bovine corpus luteum (CL) function are not well understood. Since prostaglandin F2α (PGF), PGE2 and progesterone (P4) are well documented as antiapoptotic
Syota Kawaguchi et al.
The Journal of reproduction and development, 59(3), 219-224 (2013-02-07)
Luteoprotective mechanisms of luteinizing hormone (LH) involved in the maintenance of bovine corpus luteum (CL) function have not been completely clarified. Since antioxidant enzymes are well documented as antiapoptotic factors in the CL of many mammals, we hypothesized that the
Hironori Abe et al.
The Journal of reproduction and development, 61(4), 277-286 (2015-05-01)
We recently demonstrated that luteal cells flow out from the ovary via lymphatic vessels during luteolysis. However, the regulatory mechanisms of the outflow of luteal cells are not known. Matrix metalloproteinases (MMPs) can degrade the extracellular matrix and basal membrane
B. Plouvier et al.
Heterocycles, 32, 693-693 (1991)

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