306-67-2

Basic information

• Product Name: SPERMINE TETRAHYDROCHLORIDE
• Synonyms: N,N'-BIS(3-AMINOPROPYL)-BUTANE-1,4-DIAMINE TETRAHYDROCHLORIDE;N,N'-BIS(3-AMINOPROPYL)-1,4-BUTANEDIAMINE 4 H CL;N,N'-BIS-(3-AMINOPROPYL)-1,4-DIAMINOBUTANE TETRAHYDROCHLORIDE;N,N'-BIS(3-AMINOPROPYL)-1,4-BUTANEDIAMINE TETRAHYDROCHLORIDE;NEURIDINE HYDROCHLORIDE;NEURIDINE TETRAHYDROCHLORIDE;MUSCULAMINE HYDROCHLORIDE;MUSCULAMINE TETRAHYDROCHLORIDE
• CAS NO: 306-67-2
• Molecular Formula: C₁₀H₃₀N₄*4Cl
• Molecular Weight: 348.18
• EINECS: 206-189-8
• Product Categories: Glutamate receptor;Isolabel;co-factor
• Mol File: 306-67-2.mol

Chemical Properties

• Melting Point: 310-311 °C (dec.)(lit.)
• Boiling Point: 308.4°Cat760mmHg
• Flash Point: 175.6°C
• Appearance: /powder
• Density: 1.01 g/mL at 20 °C
• Vapor Pressure: 0.000683mmHg at 25°C
• Storage Temp.: 2-8°C
• Solubility: H2O: 1 M at 20 °C, clear, colorless
• Water Solubility: Soluble in water (348.2 g/L at 20°C).
• BRN: 3911771
• CAS DataBase Reference: SPERMINE TETRAHYDROCHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: SPERMINE TETRAHYDROCHLORIDE(306-67-2)
• EPA Substance Registry System: SPERMINE TETRAHYDROCHLORIDE(306-67-2)

Safety Data

• Hazard Codes: Xi
• Statements: 36/38
• Safety Statements: 26-36
• WGK Germany: 3
• RTECS: EJ7230000
• F: 3-10
• TSCA: Yes
• Hazardous Substances Data: 306-67-2(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Applications:
Spermine Tetrahydrochloride is used as an inhibitor for [application type] in the study and treatment of various conditions related to the inhibited targets [application reason]. Its ability to inhibit these targets makes it a valuable compound in the development of pharmaceuticals and therapies.
Used in Research and Diagnostics:
Spermine Tetrahydrochloride is used as a precipitating agent for DNA extraction from various biological samples, such as fresh frozen breast cancer tissue, archival tissue of salivary gland, renal and thyroid tumors, and red blood cells of chicken [application reason]. This application aids in flow cytometric analysis and other diagnostic procedures.
Used in DNA Extraction:
Spermine Tetrahydrochloride is used as a precipitating agent for DNA from low salt aqueous buffers [application type] to facilitate DNA extraction and purification processes [application reason]. This is particularly useful in molecular biology and genetic research.
Used in Surface-enhanced Raman Spectroscopy (SERS):
Spermine Tetrahydrochloride is used as a reactant in SERS for the characterization of abasic sites in DNA duplexes [application type]. This application is crucial for understanding the structural and functional aspects of DNA and its interactions with various molecules [application reason].

Biological Activity

Polyamine which produces a variety of modulatory effects on the NMDA receptor channel, acting through a specific site on the complex which can cause both agonist and antagonist effects.

Biochem/physiol Actions

Mixed NMDA agonist/antagonist at the polyamine site. Neuroprotective effects have been observed at high concentrations (1 mM), while neurotoxicity is observed at lower concentrations. It enhances agonist effectiveness at the strychnine-insensitive glycine site. Plays a role in cellular proliferation and differentiation; inhibits neuronal nitric oxide synthase (nNOS).

Purification Methods

Its pK values are similar to those of spermidine above. Purify it as for spermidine trihydrochloride above. [Beilstein 4 IV 1301.]

InChI:InChI=1/C10H26N4.ClH/c11-5-3-9-13-7-1-2-8-14-10-4-6-12;/h13-14H,1-12H2;1H

Upstream product

• 477808-25-6 3,10-dioxo-4,9-diazadodecanediamide 
• 477808-23-4 N-[4-(2-methoxycarbonyl-acetylamino)-butyl]-malonamic acid methyl ester 
• 71-44-3 Spermine 

Downstream Products

• 942054-53-7 N₁-[4-(dimethoxytrityloxy)butyl]-N₁₂-(4-hydroxybutyl)-N₁,N₄,N₉,N₁₂-tetrakis(trifluoroacetyl)spermine 
• 942054-48-0 C₅₆H₇₃F₁₂N₆O₉P 
• 1372527-86-0 C₃₈H₅₀N₁₂ 
• 326820-72-8 N¹,N¹²-diisopentyl-N¹,N⁴,N⁹,N¹²-tetrakis(mesitylenesulfonyl)spermine 
• 326820-70-6 N¹,N¹²-dibutyl-N¹,N⁴,N⁹,N¹²-tetrakis(mesitylenesulfonyl)spermine 
• 326820-69-3 N¹,N¹²-dipropyl-N¹,N⁴,N⁹,N¹²-tetrakis(mesitylenesulfonyl)spermine 
• 326820-71-7 N¹,N¹²-diisobutyl-N¹,N⁴,N⁹,N¹²-tetrakis(mesitylenesulfonyl)spermine 
• 326820-68-2 N¹,N¹²-diethyl-N¹,N⁴,N⁹,N¹²-tetrakis(mesitylenesulfonyl)spermine 
• 61345-84-4 N₁,N₁₂-diethylspermine 
• 326820-67-1 N¹,N⁴,N⁹,N¹²-tetrakis(mesityenesulfonyl)spermine 

Relevant articles and documents

Chemoenzymatic syntheses of polyamines and tetraazamacrocycles

Syntheses of different open chain polyamines starting from enzymatically prepared bis(amidoesters) are described. Some of these polyamines are also used as precursors in the syntheses of tetraazamacrocycles. This methodology can also be applied to the synthesis of chiral compounds.