ChemicalBook--->CAS DataBase List--->71-44-3

71-44-3

71-44-3 Structure

71-44-3 Structure
IdentificationMore
[Name]

Spermine
[CAS]

71-44-3
[Synonyms]

1,4-BIS(AMINOPROPYL)BUTANEDIAMINE TETRAHYDROCHLORIDE
DIAMINOPROPYLTETRAMETHYLENEDIAMINE HYDROCHLORIDE
GERONTINE TETRAHYDROCHLORIDE
MUSCULAMINE HYDROCHLORIDE
MUSCULAMINE TETRAHYDROCHLORIDE
NEURIDINE HYDROCHLORIDE
NEURIDINE TETRAHYDROCHLORIDE
N,N'-BIS(3-AMINOPROPYL)-1,4-BUTANEDIAMINE 4 H CL
N,N'-BIS(3-AMINOPROPYL)-1,4-BUTANEDIAMINE TETRAHYDROCHLORIDE
N,N'-BIS-(3-AMINOPROPYL)-1,4-DIAMINOBUTANE TETRAHYDROCHLORIDE
N,N'-BIS(3-AMINOPROPYL)-BUTANE-1,4-DIAMINE TETRAHYDROCHLORIDE
SPERMINE HYDROCHLORIDE
SPERMINE TETRAHYDROCHLORIDE
1,4-Bis(aminopropyl)butanediamine
1,4-Butanediamine, N,N'-bis(3-aminopropyl)-
1,4-Diaminobutane, N,N'-bis(3-aminopropyl)-
4,9-Diaza-1,12-dodecanediamine
4,9-Diazadodecane-1,12-diamine
n,n’-bis(3-aminopropyl)-4-butanediamine
n,n’-bis(3-aminopropyl)-4-diaminobutane
[EINECS(EC#)]

206-189-8
[Molecular Formula]

C10H26N4
[MDL Number]

MFCD00012914
[Molecular Weight]

202.34
[MOL File]

71-44-3.mol
Chemical PropertiesBack Directory
[Appearance]

White to slightly off-white powder crysta
[Melting point ]

28-30 (lit.)
[Boiling point ]

150 °C/5 mmHg (lit.)
[density ]

0.937
[refractive index ]

1.4850 (estimate)
[Fp ]

>230 °F
[storage temp. ]

2-8°C
[solubility ]

H2O: 1 M at 20 °C, clear, colorless
[form ]

powder
[pka]

10.88±0.19(Predicted)
[color ]

Colorless to off-white
[biological source]

microbial
synthetic
[Water Solubility ]

Soluble in chloroform, methanol, water and lower alcohols. Insoluble in ether, benzene and petroleum ether.
[Sensitive ]

Air Sensitive & Hygroscopic
[Usage]

Biogenic polyamine formed from spermidine and occurring in almost all tissues. Essential for both normal and neoplastic tissue growth. Involved in the modulation of calcium-dependent immune processes
[Merck ]

14,8743
[BRN ]

1751791
[Stability:]

Hygroscopic
[Cosmetics Ingredients Functions]

SKIN CONDITIONING
[InChI]

1S/C10H26N4/c11-5-3-9-13-7-1-2-8-14-10-4-6-12/h13-14H,1-12H2
[InChIKey]

PFNFFQXMRSDOHW-UHFFFAOYSA-N
[SMILES]

[H]N(CCCN)CCCCN([H])CCCN
[LogP]

-0.543 (est)
[CAS DataBase Reference]

71-44-3(CAS DataBase Reference)
[NIST Chemistry Reference]

Spermine(71-44-3)
[Storage Precautions]

Store under nitrogen
[EPA Substance Registry System]

71-44-3(EPA Substance)
Safety DataBack Directory
[Symbol(GHS) ]

Corrosion (GHS05)
GHS05
[Signal word ]

Danger
[Hazard statements ]

H318-H314
[Precautionary statements ]

P260h-P301+P330+P331-P303+P361+P353-P405-P501a-P280-P305+P351+P338-P310
[Hazard Codes ]

Xi,C
[Risk Statements ]

R36/38:Irritating to eyes and skin .
R34:Causes burns.
[Safety Statements ]

S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S27:Take off immediately all contaminated clothing .
[RIDADR ]

UN 3259 8/PG 2
[WGK Germany ]

3
[RTECS ]

EJ7230000
[F ]

3-10
[TSCA ]

Yes
[HazardClass ]

8
[PackingGroup ]

III
[HS Code ]

29212900
[Storage Class]

8A - Combustible corrosive hazardous materials
[Hazard Classifications]

Eye Dam. 1
Skin Corr. 1B
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Coconut oil
[Preparation Products]

3-aminopropanal-->N2,N3,N4-Tris-(tert-butyloxycarbonyl)-1,5,10,14-tetra-aza-quatrodecane-->Spermine tetrahydrochloride-->Spermidine
Hazard InformationBack Directory
[Description]

Spermine is an endogenous polyamine synthesized from the reaction of spermidine (Item No. 14918) with decarboxylated S-adenosylmethionine in the presence of the enzyme spermine synthase and is required for eukaryotic cell growth and protein synthesis. Intracellular spermine blocks inward rectifying K+ channels, whereas extracellular spermine acts as a mixed NMDA glutamate receptor agonist/antagonist at the polyamine site. Spermine has neuroprotective and anti-inflammatory effects and functions as a free radical scavenger to prevent DNA damage by reactive oxygen species.
[Chemical Properties]

White to slightly off-white powder crysta
[Uses]

Binds to the polyamine modulatory site of NMDA Spermine is essential for both normal and neoplastic tissue growth. It is involved in the modulation of calcium-dependent immune processes. It plays an important role in cellular proliferation and differentiation as well as inhibits neuronal nitric oxide synthase (nNOS).
[Uses]

Biogenic polyamine formed from spermidine and occurring in almost all tissues. Essential for both normal and neoplastic tissue growth. Involved in the modulation of calcium-dependent immune processes
[Uses]

immune modulator
[Definition]

ChEBI: A polyazaalkane that is tetradecane in which the carbons at positions 1, 5, 10 and 14 are replaced by nitrogens. Spermine has broad actions on cellular metabolism.
[General Description]

Spermine?is a polyamine, which functions as a free radical scavenger. It modulates gene expression, chromatin stabilization and prevents DNA damage. Spermine inhibits endonuclease-mediated DNA fragmentation.
[Biochem/physiol Actions]

Mixed NMDA glutamate receptor 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).
[storage]

+4°C (desiccate)
[References]

[1] fakler b, brndle u, glowatzki e, et al. strong voltage-dependent inward rectification of inward rectifier k+ channels is caused by intracellular spermine[j]. cell, 1995, 80(1): 149-154.
[2] til h p, falke h e, prinsen m k, et al. acute and subacute toxicity of tyramine, spermidine, spermine, putrescine and cadaverine in rats[j]. food and chemical toxicology, 1997, 35(3): 337-348.
Spectrum DetailBack Directory
[Spectrum Detail]

Spermine(71-44-3)1HNMR
Spermine(71-44-3)IR1
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

Spermine, 97%(71-44-3)
[Alfa Aesar]

Spermine, 97%(71-44-3)
[Sigma Aldrich]

71-44-3(sigmaaldrich)
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