Name | DMPAT |
Synonyms | DMPAT Spermin Spermine Neuridine Gerontine Musculamine Spermine dihydrate SPERMINE HYDROCHLORIDE SPERMINE TETRAHYDROCHLORIDE O,O-dimethylamidothiophosphate 4,9-diazadodecamethylenediamine O,O-Dimethyl thiophosphoramidate O,O-dimethyl phosphoramidothioate O,O-Dimethyl Phosphoroamido Thioate n,n'-bis(3-aminopropyl)-4-butanediamine n,n'-bis(3-aminopropyl)-4-diaminobutane N,N-Bis(3-aminopropyl)-1,4-butanediamine N,N-Bis(3-aminopropyl)-1,4-diaminobutane N,N'-bis(3-aminopropyl)butane-1,4-diamine N,N'-bis(3-ammoniopropyl)butane-1,4-diaminium 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 |
CAS | 71-44-3 17321-47-0 |
EINECS | 200-754-2 |
InChI | InChI=1/C10H26N4/c11-5-3-9-13-7-1-2-8-14-10-4-6-12/h13-14H,1-12H2/p+4 |
InChIKey | PFNFFQXMRSDOHW-UHFFFAOYSA-N |
Molecular Formula | C10H26N4 |
Molar Mass | 202.34 |
Density | 0.937 |
Melting Point | 28-30 (lit.) |
Boling Point | 150 °C/5 mmHg (lit.) |
Flash Point | >230°F |
Water Solubility | Soluble in chloroform, methanol, water and lower alcohols. Insoluble in ether, benzene and petroleum ether. |
Solubility | water: 50 mg/mL |
Vapor Presure | 0.000683mmHg at 25°C |
Appearance | solid or semisolid |
Merck | 14,8743 |
BRN | 1751791 |
pKa | 10.88±0.19(Predicted) |
Storage Condition | 2-8°C |
Sensitive | Air Sensitive & Hygroscopic |
Refractive Index | 1.4850 (estimate) |
MDL | MFCD00008215 |
Physical and Chemical Properties | Yellow or yellowish oily liquid. |
Use | Mainly used as intermediate of methamidophos and acephate |
In vitro study | Spermine (NSC 268508) at physiologically relevant concentrations inhibits ROS-induced DNA damage, with maximal inhibition observed at 1 to 2 mM. These concentrations are well within the estimates for the physiological concentrations of spermine. |
Risk Codes | R36/38 - Irritating to eyes and skin. R34 - Causes burns |
Safety Description | 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 the label whenever possible.) S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection. S27 - Take off immediately all contaminated clothing. |
UN IDs | UN 3259 8/PG 2 |
WGK Germany | 3 |
RTECS | EJ7230000 |
FLUKA BRAND F CODES | 3-10 |
TSCA | Yes |
HS Code | 29212900 |
Hazard Class | 8 |
Packing Group | III |
Reference Show more | 1. Ma Shuwei, Liu Xingyan, Yin Huafeng, etc. Protective effect of ginkgolide K on cerebral ischemia reperfusion injury based on MCU ion channel [J]. Chinese Pharmaceutical Journal, 2019, 054(018):1497-1503. 2. Zhu Zhiyi Zhang Yu Wang Jun Hong et al. Changes of biogenic amines in pseudosciaena crocea under different storage conditions [J]. Zhejiang Journal of Agricultural Sciences 2018 30(009):1592-1598. 3. Ma Yue, Li Yongcai, Hu Peifang, etc. Effects of post-harvest polyamine treatment on control of black spot and storage quality of apricot fruit [J]. Food Science, 2018. 4. Huo Xiaohui, Wang Yanhua and others. Determination of biogenic amines in Platycodon grandiflorum pickle by UPLC [J]. Food Science and Technology 2018 043(009):325-329. 5. Wu Xiaohe, Geng Xiaojie, Zhang Jianxu, etc. Study on microbiology and physicochemical properties of Huanghua shrimp paste [J]. Food Research and Development, 2019, v.40;No.361(12):83-89. 6. Hou Ying, Qi Xuehe, Ren Hui, Hong Shiyu, Chi zonyu, Wang Hongfei, Xu Feng. Effect of fresh-cut treatment on enrichment of γ-aminobutyric acid in kiwifruit [J]. Science and Technology of food industry, 2020,41(20):58-63 84. 7. Cao Shaoqian, Madani, Cai Jinxiu, Ma Jiawen, Wang Zhengdong, Qi Xiangyang. Effect of degreasing and deodorization on the quality of bighead carp protein powder [J]. Food Science and Technology, 2020,45(12):128-134. 8. Sarina, Tuerhong, mimetti, aziguli, Yikui, Ibani, aidijiang, aiifu, bub, Zhang. Determination of eight biogenic amines in soy sauce by liquid chromatography-tandem mass spectrometry (LC-MS)[J]. Chinese condiment, 2020,45(11):151-156. 9. Li Silk, Li Yingyan, Yin Xiaoqing, Liu Liang, Cao Shaoqian, Madani, Qi Xiangyang. Processing Technology and Quality Analysis of fresh fish juice prepared by fish meal processing and squeezing liquid [J]. Chinese Journal of Food Science, 2020,20(10):160-168. 10. [IF = 4.215] Zhu Xujun et al."Physiological and iTRAQ-based proteomic analyses reveal the function of exogenous γ-aminobutyric acid (GABA) in improving tea plant (Camellia sinensis L.) tolerance at cold temperature."Bmc Plant Biol. 2019 Dec;19(1):1-20 11. [IF=7.514] Yongcai Li et al."Exogenous polyamines enhance resistance to Alternaria alternata by modulating redox homeostasis in apricot fruit."Food Chem. 2019 Dec;301:125303 12. [IF=7.514] Tian-tian Zhou et al."Novel carrier-mediated membrane-assisted three-phase liquid-liquid extraction coupled with liquid chromatography-mass spectrometry for the determination of eight biogenic amines in foods."Food Chem. 2022 Sep;387:132857 |
NIST chemical information | information provided by: webbook.nist.gov (external link) |
EPA chemical substance information | information provided by: ofmpeb.epa.gov (external link) |
biological activity | Spermine (NSC 268508) as a direct free radical scavenger, can protect DNA from Aggression of free radicals. Spermine has an antiviral effect. |
Application | can be used as an intermediate of organophosphorus pesticide. At the same time, it is a typical anionic surfactant, with good penetration, emulsification, foam and decontamination ability, widely used in chemical industry, pesticide, fiber, electric transit, mineral processing and other industries, especially suitable for cosmetics, manufacture of toothpaste, shampoo, etc. It is suitable for washing wool and silk in the textile industry. mainly used as intermediates of methamidophos and acephate mixed NMDA glutamate receptor agonists/antagonists at The polyamine site. Neuroprotection has been observed at high concentrations (1 mM), while neurotoxicity has been observed at low concentrations. It enhances the reaction at the glycine site where brucine is not sensitive. Plays a major role in cell proliferation and differentiation; Inhibits neuronal nitric oxide synthase (nNOS). Spermine, putrescine, and spermidine form a family of polyamines (polycations), which are essential for the growth and survival of the vast majority of living cells. Polyamines interact with negatively charged molecules such as proteoglycans, glycated proteins and nucleic acids (DNA and RNA). Biological polyamines have been found to regulate protein synthesis at different levels. This effect can be interpreted as polyamine binding and affecting the secondary structure of tRNA,mRNA and rRNA. Spermine also helps stabilize nucleic acid helical structures and make up glycated proteins such as the histones. Spermine and spermidine are components of various nucleic acid transfection protocols. |
production method | a fatty alcohol prepared from coconut oil by sulfonation with sulfuric acid. |