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Merck
CN

15408

N-Boc-1,3-propanediamine

≥97.0% (GC/NT)

Synonym(s):

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

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About This Item

Linear Formula:
(CH3)3COCONH(CH2)3NH2
CAS Number:
75178-96-0
Molecular Weight:
174.24
Beilstein:
3588328
MDL number:
MFCD00210021
UNSPSC Code:
12352116
PubChem Substance ID:
57647415
NACRES:
NA.22

Key Documents

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Quality Level

100

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
GHS05,GHS07

Signal Word

Danger

Hazard Statements

H302,H314

Hazard Classifications

Acute Tox. 4 Oral - Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

228.2 °F - closed cup

Flash Point(C)

109 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCBQ6944V
1331864V
1331864
053814/1
042966/1

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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
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)
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
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