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Spermine
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Name

Spermine

 EINECS 200-754-2
CAS No. 71-44-3 Density 0.925 g/cm3
PSA 76.10000 LogP 1.82580
Solubility 1 M at 20 °C, clear, colorless Melting Point 310-311 °C (dec.)(lit.)
Formula C10H26N4 Boiling Point 308.4 °C at 760 mmHg
Molecular Weight 202.343 Flash Point 175.6 °C
Transport Information UN 3259 8/PG 2 Appearance white to slightly off-white powder crystal
Safety 26-36-45-36/37/39-27 Risk Codes 36/38-34
Molecular Structure Molecular Structure of 71-44-3 (Spermine) Hazard Symbols IrritantXi,CorrosiveC
Synonyms

1,4-Butanediamine,N,N'-bis(3-aminopropyl)- (8CI,9CI);Spermine (6CI);1,5,10,14-Tetraazatetradecane;4,9-Diazadodecane-1,12-diamine;Gerontine;Musculamine;N,N'-Bis(3-aminopropyl)-1,4-butanediamine;N,N'-Bis(3-aminopropyl)-1,4-tetramethylenediamine;NSC 268508;Neuridine;

Article Data 27

Spermine Synthetic route

14209-32-6

3-(4-[(2-cyanoethyl)amino]butylamino)propanenitrile

71-44-3

Spermine

Conditions
ConditionsYield
With sodium; butan-1-ol
With diethyl ether; ammonia; nickel at 140℃; under 250073 Torr; Hydrogenation;
With hydrogenchloride; platinum Hydrogenation;
78706-92-0

1,2-bis(1,4,5,6-tetrahydropyrimidin-2-yl)ethane

71-44-3

Spermine

Conditions
ConditionsYield
With sulfuric acid; diisobutylaluminium hydride; 1,1,1,3,3,3-hexamethyl-disilazane 1.) reflux, 12 h, 2.) xylene, reflux, 3 d; Yield given. Multistep reaction;
525-79-1

kinetin

A

124-20-9

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

B

71-44-3

Spermine

C

110-60-1

1,4-diaminobutane

Conditions
ConditionsYield
at 30℃; for 24h; effect on poliamine content and ratio in rice embryos of Oryza sativa;
14398-53-9

(R)-(-)-abscisic acid

A

124-20-9

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

B

71-44-3

Spermine

C

110-60-1

1,4-diaminobutane

Conditions
ConditionsYield
at 30℃; for 24h; effect on poliamine content and ratio in rice embryos of Oryza sativa;
12651-38-6

(-)-Verbaskine

A

71-44-3

Spermine

B

140-10-3

(E)-3-phenylacrylic acid

Conditions
ConditionsYield
With hydrogenchloride at 150℃; for 18h; sealed tube;
73397-39-4

1-(4-Amino-butyl)-tetrahydro-pyrimidin-2-one

107-13-1

acrylonitrile

71-44-3

Spermine

Conditions
ConditionsYield
Yield given. Multistep reaction;
77485-28-0

N'-(4-(N'-hexahydropyrimidyl) butyl)-hexahydro-pyrimidine

A

50-00-0

formaldehyd

B

71-44-3

Spermine

Conditions
ConditionsYield
With hydrogenchloride Heating;
185250-13-9

1,1'-(butane-1,4-diyl)-2,2'-diphenylbis(hexahydropyrimidine)

A

71-44-3

Spermine

B

100-52-7

benzaldehyde

Conditions
ConditionsYield
With hydrogenchloride at 20℃;
1.4-bis-<γ-bromo-propylamino>-butane dihydrobromide

1.4-bis-<γ-bromo-propylamino>-butane dihydrobromide

71-44-3

Spermine

Conditions
ConditionsYield
With ethanol; ammonia at 100℃;
110-60-1

1,4-diaminobutane

N-<γ-iodo-propyl>-phthalimide

N-<γ-iodo-propyl>-phthalimide

71-44-3

Spermine

Conditions
ConditionsYield
at 100℃; anschl. mit wss. KOH, anschl. Erhitzen mit HCl auf 100grad;

Spermine Chemical Properties

Product Name: Diaminopropyltetramethylenediamine (CAS NO.71-44-3)

Empirical Formula: C10H26N4
Molecular Weight: 202.3402 
EINECS: 206-189-8
Melting point: 310-311 °C (dec.)(lit.)
Appearance: Clear colorless liquid
Storage temp.: 2-8°C
Solubility: H2O: 1 M at 20 °C, clear, colorless
Form: Powder
Sensitive: Air Sensitive & Hygroscopic
Stable: Stable. Reacts with water.
Index of Refraction: 1.484
Density: 0.925 g/cm3
Flash Point: 175.6 °C
Enthalpy of Vaporization: 54.91 kJ/mol
Boiling Point: 308.4 °C at 760 mmHg
Vapour Pressure: 0.000683 mmHg at 25 °C
Surface Tension: 38.3 dyne/cm
Index of Refraction: 1.484 
Molar Refractivity: 62.63 cm3 
Molar Volume: 218.5 cm3 
XLogP3-AA: -1.1
H-Bond Donor: 4
H-Bond Acceptor: 4
Structure Descriptors of Diaminopropyltetramethylenediamine (CAS NO.71-44-3):
  IUPAC Name: N,N'-bis(3-aminopropyl)butane-1,4-diamine
  Canonical SMILES: C(CCNCCCN)CNCCCN
  InChI: 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          
Product Categories: Aliphatics; Amines

Spermine Uses

 Diaminopropyltetramethylenediamine (CAS NO.71-44-3) can be used as an organic phosphorus pesticide intermediats. At the same time, it is a typical anionic surfactant with good penetration, emulsification, foam and decontamination capabilities, so it is widely used in chemical, pesticide, fiber, electric crossing, mineral and other industries, especiallily for cosmetics, toothpaste, shampoo and other manufacturings. In the textile industry, it is used for washing wool and silk.

Spermine Production

Take coconut oil as the raw material and then with Sulfuric acid by sulfonation to get: Diaminopropyltetramethylenediamine (CAS NO.71-44-3).

Spermine Toxicity Data With Reference

1.    

mmo-sat 100 µmol/L

     AMACCQ    Antimicrobial Agents and Chemotherapy. 9 (1976),77.
2.    

cyt-hmn:hla 2 mmol/L

     JCLLAX    Journal of Cellular Physiology. 78 (1971),217.
3.    

dni-rat:lvr 100 µmol/L

     BIJOAK    Biochemical Journal. 146 (1975),697.
4.    

ipr-rat LD50:33 mg/kg

     TXAPA9    Toxicology and Applied Pharmacology. 88 (1987),433.
5.    

ivn-rat LD50:65 mg/kg

     AIPTAK    Archives Internationales de Pharmacodynamie et de Therapie. 165 (1967),374.
6.    

orl-mus LD30:650 mg/kg

     AGACBH    Agents and Actions, A Swiss Journal of Pharmacology. 14 (1984),228.
7.    

ipr-mus LDLo:8 mg/kg

     TXAPA9    Toxicology and Applied Pharmacology. 23 (1972),288.
8.    

scu-mus LD30:280 mg/kg

     AGACBH    Agents and Actions, A Swiss Journal of Pharmacology. 14 (1984),228.
9.    

ivn-mus LD50:56 mg/kg

     CSLNX*    U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. (Aberdeen Proving Ground, MD 21010) NX#00641 .

Spermine Consensus Reports

Reported in EPA TSCA Inventory.

Spermine Safety Profile

Poison by intraperitoneal, subcutaneous, and intravenous routes. Moderately toxic by ingestion. Human mutation data reported. When heated to decomposition it emits toxic fumes of NOx. See also AMINES.
Safety Information of Diaminopropyltetramethylenediamine (CAS NO.71-44-3):
Hazard Codes: IrritantXi,CorrosiveC
Risk Statements: 36/38-34 
R34:Causes burns. 
R36/38:Irritating to eyes and skin.
Safety Statements: 26-36-45-36/37/39-27 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S27:Take off immediately all contaminated clothing. 
S36:Wear suitable protective clothing. 
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection. 
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)

Spermine Specification

 Diaminopropyltetramethylenediamine , its cas register number is 71-44-3. It also can be called N,N'-Bis(3-aminopropyl)-1,4-butandiamin ; N,N'-Bis(3-aminopropyl)tetramethylenediamine ; 4,9-Diazadodecamethylenediamine ; and 1,4-Butanediamine, N1,N4-bis(3-aminopropyl)- .

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