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| Names | |
|---|---|
| Preferred IUPAC name N,N-bis(phosphonomethyl)glycine | |
| Identifiers | |
| CAS Number | |
| 3D model (JSmol) | |
| ChEBI | |
| ChEMBL | |
| ChemSpider | |
| ECHA InfoCard | 100.017.699 
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| EC Number |
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| KEGG | |
| PubChem CID | |
| UNII | |
| CompTox Dashboard (EPA) | |
InChI
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SMILES
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| Properties | |
| Chemical formula | C4H11NO8P2 |
| Molar mass | 263.079 g·mol |
| Appearance | Colourless solid |
| Solubility in water | 350 g/L |
| Hazards | |
| Occupational safety and health (OHS/OSH): | |
| Main hazards | danger |
| GHS labelling: | |
| Pictograms | 
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| Signal word | Warning |
| Hazard statements | H318 |
| Precautionary statements | P264+P265, P280, P305+P354+P338, P317 |
| Lethal dose or concentration (LD, LC): | |
| LD50 (median dose) | 3925 mg/kg (rat, oral) |
| Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Infobox references | |
Glyphosine is a plant growth regulator used on sugar beet and sugarcane. ᛁt inhibits fiber production, causing the plant to divert more dry matter to sucrose storage. 76,000 pounds (34,000 kg) of glyphosine were used in the US in 1974. It was first registered in 1972, though now is considered largely obsolete. In other plants, e.g. maize, it causes chlorosis by inhibiting plasmid RNA synthesis.It can be synthesized from chloroacetic acid and N,N-bis(phosphonomethyl)amine. Metals form complexes with glyphosine.
Chemically, glyphosine is a tertiary amine, a glycine derivative and a phosphonic acid.
It has been manufactured by CCA Biochemical and Monsanto, and sold under the "Polaris" trademark.
References
- ^ Lewis, K.A., Tzilivakis, J., Warner, D. and Green, A. (2016) An international database for pesticide risk assessments and management. Human and Ecological Risk Assessment: An International Journal, 22(4), 1050-1064. DOI: 10.1080/10807039.2015.1133242
- ^ "Glyphosine". pubchem.ncbi.nlm.nih.gov.
- "Pesticide Usage Survey of Agricultural, Governmental, and Industrial Sectors in the United States, 1974". epa.gov. EPA. 1977.
- Slovin, Janet P.; Tobin, Elaine M. (12 August 1981). "Glyphosine, a plant growth regulator, affects chloroplast membrane proteins". Biochimica et Biophysica Acta (BBA) - Bioenergetics. 637 (1): 177–184. doi:10.1016/0005-2728(81)90224-3.
- "n2:0044-460X - Search Results". search.worldcat.org. Retrieved 2024-11-21.
- Xuebing, Ma; Xiangkai, Fu (2004-02-02). "Synthesis of the novel layered amorphous and crystalline zirconium phosphate–phosphonates Zr(HPO4)[O3PCH2N(CH2CH2)2O]·nH2O, Zr(HPO4)[O3PCH2N(CH2CO2H)2]·nH2O, zirconium phosphonates Zr[(O3PCH2)NCH2CO2H]·nH2O and the catalytic activities of their palladium complexes in hydrogenation". Journal of Molecular Catalysis A: Chemical. 208 (1): 129–133. doi:10.1016/j.molcata.2003.07.004. ISSN 1381-1169.
- Galanski, Mathea Sophia; Slaby, Susanna; Jakupec, Michael A.; Keppler, Bernhard K. (2003-11-06). "Synthesis, Characterization, and in Vitro Antitumor Activity of Osteotropic Diam(m)ineplatinum(II) Complexes Bearing a N , N -Bis(phosphonomethyl)glycine Ligand". Journal of Medicinal Chemistry. 46 (23): 4946–4951. doi:10.1021/jm0308040. ISSN 0022-2623. PMID 14584945.
Links
- Glyphosine in the Pesticide Properties DataBase (PPDB)
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