Spermidine trihydrochloride

Base Information

• Chemical Name: Spermidine trihydrochloride
• CAS No.: 334-50-9
• Deprecated CAS: 35408-56-1
• Molecular Formula: C7H19 N3 . 3 Cl H
• Molecular Weight: 254.631
• Hs Code.: 29212900
• European Community (EC) Number: 206-379-0
• UNII: 1O14BED398
• DSSTox Substance ID: DTXSID0059825
• Wikidata: Q27252669
• ChEMBL ID: CHEMBL1473196
• Mol file: 334-50-9.mol

Synonyms:Spermidine trihydrochloride;334-50-9;Spermidine hydrochloride;N1-(3-Aminopropyl)butane-1,4-diamine trihydrochloride;N-(3-Aminopropyl)-1,4-butanediamine trihydrochloride;Spermidine HCl;Spermidine (trihydrochloride);EINECS 206-379-0;1,4-BUTANEDIAMINE, N-(3-AMINOPROPYL)-, TRIHYDROCHLORIDE;NSC 528399;UNII-1O14BED398;1O14BED398;1,4-Butanediamine, N-(3-aminopropyl), hydrochloride;4-Azoniaoctamethylenediammonium trichloride;N'-(3-aminopropyl)butane-1,4-diamine;trihydrochloride;1,4-Butanediamine, N1-(3-aminopropyl)-, hydrochloride (1:3);Spermidine trihydrochloride 100 microg/mL in Acetonitrile:Water;NSC-528399;SR-01000075461;C7H19N3.3HCl;MFCD00012918;n-(3-aminopropyl)butane-1,4-diamine trihydrochloride;C(CCCN)NCCCN;Spermidine (hydrochloride);C7H19N3.3ClH;SPECTRUM1503940;SPERMIDINE HCL [INCI];N-(3-aminopropyl)-1,4-butanediamine, trihydrochloride;CHEMBL1473196;DTXSID0059825;C7-H19-N3.3Cl-H;HY-B1776A;Tox21_501047;CCG-39054;HB0586;s3653;AKOS016013158;LP01047;SPERMIDINE TRIHYDROCHLORIDE [MI];NCGC00094332-01;NCGC00094332-02;NCGC00261732-01;4-Azaoctamethylenediamine trihydrochloride;AS-69484;LS-45645;Spermidine trihydrochloride, >=98% (TLC);CS-0013805;EU-0101047;FT-0631974;N-[3-Aminopropyl]-1,4-butanediamine*3HCl;Spermidine trihydrochloride, >=99.0% (AT);E75946;S 2501;S-7320;4-Bromo-2-(4-methylpiperazin-1-yl)benzoicAcid;Spermidine, Trihydrochloride - CAS 334-50-9;(4-aminobutyl)(3-aminopropyl)amine trihydrochloride;SR-01000075461-2;SR-01000075461-3;SR-01000075461-6;Q27252669;Spermidine trihydrochloride, BioXtra, >=99.5% (AT)

Chemical Property of Spermidine trihydrochloride

Chemical Property:

• Appearance/Colour: white crystalline powder
• Vapor Pressure: 0.0269mmHg at 25°C
• Melting Point: 257-259 °C(lit.)
• Boiling Point: 246.6 °C at 760 mmHg
• Flash Point: 118.1 °C
• PSA: 64.07000
• Density: 0.906 g/cm³
• LogP: 3.86120
• Storage Temp.: 2-8°C
• Solubility.: H2O: 1 M at 20 °C, clear, colorless
• Water Solubility.: Soluble in water
• Hydrogen Bond Donor Count: 6
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 7
• Exact Mass: 253.087931
• Heavy Atom Count: 13
• Complexity: 56.8

Purity/Quality:

98%, ^*data from raw suppliers

Spermidine, Trihydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Uses -> Biochemical Research
• Canonical SMILES: C(CCNCCCN)CN.Cl.Cl.Cl
• Description: Spermidine trihydrochloride is a polyamine that inhibits neuronal nitric oxide synthase (nNOS) and binds and precipitates DNA. It may be used to purify DNA binding proteins. Additionally, spermidine stimulates T4 polynucleotide kinase activity. It is involved in growth, development, and the stress response in plants.
• Uses: Spermidine Trihydrochloride is a NOS1 inhibitor and NMDA and T4 activator. Polyamine that plays an important role in the regulation of cellular proliferation and differentiation. It was in a structural and functional study of polyamines, where potassium and sodium ions were found to promote different effects when binding with polyamines. Spermidine trihydrochloride has been used in fourier transform infrared spectroscopy (FTIR)characterization and in zeta-potential measurements.

Technology Process of Spermidine trihydrochloride

There total 12 articles about Spermidine trihydrochloride which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

{3-[4-(3,5-Dibenzyl-4-oxo-[1,3,5]triazinan-1-yl)-butylamino]-propyl}-carbamic acid tert-butyl ester (130750-16-2) → spermidine trihydrochloride (334-50-9,35408-56-1)

Guidance literature:

With hydrogenchloride; In methanol; for 1h; Ambient temperature;

DOI:10.1016/0040-4039(90)80084-Y

Reference yield: 91.0%

N-(3-azidopropyl)-1,4-diaminobutane → spermidine trihydrochloride (334-50-9,35408-56-1)

Guidance literature:

With hydrogenchloride; hydrogen; palladium on activated charcoal; In ethanol; for 18h; under 3102.9 Torr; Ambient temperature;

DOI:10.1021/jo00066a028

Reference yield: 78.9%

tert-butyl {4-{[3-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)propyl]amino}butyl}carbamate (191277-07-3) → spermidine trihydrochloride (334-50-9,35408-56-1)

Guidance literature:

tert-butyl {4-{[3-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)propyl]amino}butyl}carbamate; With hydrazine hydrate; In ethanol; for 4h; Reflux; Large scale;

With hydrogenchloride; In ethanol; water; Reagent/catalyst; Reflux; Large scale;

upstream raw materials:

{3-[4-(3,5-Dibenzyl-4-oxo-[1,3,5]triazinan-1-yl)-butylamino]-propyl}-carbamic acid tert-butyl ester

N,N',N''-tris(phenylaminothiocarbonyl)-N-(3-aminopropyl)-1,4-diaminobutane

tert butyl (4 aminobutyl)(3-aminopropyl)carbamate

N-(3-aminopropyl)-1,4-diaminobutane

Downstream raw materials:

3-(4-methoxy-phenyl)-N-{4-[3-(4-methoxy-phenyl)-acryloylamino]-butyl}-N-{3-[3-(4-methoxy-phenyl)-acryloylamino]-propyl}-acrylamide

N-(4-guanidinylbutyl)-N-(3-guanidinylpropyl)amine

N-(3-aminopropyl)-1,4-diaminobutane

1,8-di(ethylamino)-4-azaoctane

Refernces

• 1、 -. "Synthesis process of spermidine and intermediate thereof". Paragraph 0047-0053. . Retrieved 2021/10/27.
• 2、 Geneste, Herve,Hesse, Manfred. "Synthesis of 13C-dilabeled 4-coumaroylspermidines". . p. 15199 - 15214. Retrieved 2007/10/03.