bis(3-aminopropyl)amine

• ChemBase ID: 108691
• Molecular Formular: C6H17N3
• Molecular Mass: 131.21928
• Monoisotopic Mass: 131.14224756
• SMILES: NCCCNCCCN
• Canonical SMILES: NCCCNCCCN
• InChI: InChI=1S/C6H17N3/c7-3-1-5-9-6-2-4-8/h9H,1-8H2
• InChIKey: OTBHHUPVCYLGQO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: bis(3-aminopropyl)amine
• IUPAC Traditional name: norspermidine
• Synonyms: bis(3-AMINOPROPYL)AMINE; Dipropylenetriamine; Bis(3-aminopropyl)amine; Norspermidine; 3,3′-Diaminodipropylamine; 3,3′-Iminodipropylamine; N-(3-Aminopropyl)-1,3-propanediamine; Dipropylenetriamine; Norspermidine; 1,5,9-Triazanonane; NSC 7773; 1,7-Diamino-4-azaheptane; 3,3'-Iminobis-1-propanamine; 3,3'-Iminobis(propylamine); 3,3'-Iminodi(propylamine); 4-Aza-1,7-diaminoheptane; 4-Azaheptamethylenediamine; 4-Azaheptane-1,7-diamine; Bis(3-aminopropyl)amine; Caldine; Di(3-aminopropyl)amine; P 2 (hardener); N-3-Aminopropyl-1,3-diaminopropane; sym-Norspermidine; 3,3'-Diaminodipropylamine; 二丙烯基三胺; 3,3′-二氨基二丙胺; 3,3′-亚氨基二丙胺; N-(3-氨丙基)-1,3-丙二胺; 二亚丙基三胺; 去甲精眯; 双(3-氨基丙基)胺

Database IDs

• CAS Number: 56-18-8
• EC Number: 200-261-2
• MDL Number: MFCD00008214
• Beilstein Number: 1071254
• PubChem SID: 24848705; 24896102; 24895916; 162095643
• PubChem CID: 5942
• CHEBI ID: 16841
• CHEMBL: 28743
• Chemspider ID: 5729
• Gmelin ID: 26839
• KEGG ID: C03375
• MeSH Name: norspermidine
• Wikipedia Title: Norspermidine

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): -9.580444
• LogD (pH = 7.4): -7.022721
• Log P: -1.6669266
• Molar Refractivity: 40.3238 cm^3
• Polarizability: 16.378576 Å^3
• Polar Surface Area: 64.07 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: Clear Colourless Oil; Colorless liquid
• Melting Point: -14 - -12°C; -14 °C(lit.); -16.15 - -0.149999999999977°C (257 - 273 K); -16°C
• Boiling Point: 151 °C/50 mmHg(lit.); 235°C; 240.60°C (513.75K)
• Flash Point: 117 °C; 117°C(242°F); 242.6 °F
• Auto Ignition Point: 280 °C
• Density: 0.938; 0.938 g/mL at 25 °C(lit.); 938 mg mL^-1
• Refractive Index: 1.481–1.482; 1.4820; n20/D 1.481(lit.); n20/D 1.482
• Partition Coefficient: -0.826
• Hydrophobicity(logP): -1.438
• Odor: Ichtyal, ammoniacal

Safety Information

• Storage Condition: -20°C Freezer, Under Inert Atmosphere
• Storage Warning: Air Sensitive
• RTECS: JL9450000
• European Hazard Symbols: Corrosive (C); Highly toxic (T+)
• UN Number: 2269; UN2269
• German water hazard class: 2
• Hazard Class: 8
• Packing Group: 3; III
• Risk Statements: 22-24-26-35-43; R:22-24-26-35-43; r22, r24, r26, r35, r43
• Safety Statements: 26-28-36/37/39-45; S:26-28-45-36/37/39; s1/2, s26, s36/37/39
• TSCA Listed: 是
• EU Index: 612-063-00-7
• GHS Pictograms: GHS corrosion; GHS skull and crossbones; GHS05; GHS06
• GHS Signal Word: DANGER; Danger
• LD50: 738 mg kg^-1 (oral, rat)
• GHS Hazard statements: 302, 311, 314, 317, 330; H302-H311-H314-H317-H330; H311-H330-H302-H317-H314-H318
• GHS Precautionary statements: 260, 280, 284, 305+351+338, 310; P260-P280-P284-P305 + P351 + P338-P310; P280-P305+P351+P338-P302+P352-P309-P310
• Personal Protective Equipment: Faceshields, full-face respirator (US), Gloves, Goggles, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 2269 8/PG 3
• Storage Temperature: 2-8°C

Pharmacology Properties

• Gene Information: mouse ... Odc1(18263)

Product Information

• Purity: ≥97.0% (GC); 95%; 98%; 99%
• Grade: purum
• Linear Formula: (NH2CH2CH2CH2)2NH

DETAILS

Sigma Aldrich - I1006

Packaging
100, 500 g in glass bottle

Toronto Research Chemicals - D416680

A structural homologue of the natural polyamine spermidine with antitumor activity that may make it useful as a antineoplastic agent.

REFERENCES

• Prakash, N. et al.: Anticancer Res., 8, 563 (1988)
• Sunkara, P.S. et al.: Adv. Exp. Med. Biol., 250, 707 (1988)
• Porter, C.W. et al.: Cancer. Res., 42, 4072 (1988)