Purin-6-amine, N-(phenylmethyl)-
6-Benzylaminopurine
CAS: 1214-39-7
Molecular Formula: C12H11N5
Purin-6-amine, N-(phenylmethyl)- - Names and Identifiers
| Name | 6-Benzylaminopurine |
| Synonyms | AE 6-BA Cytokinin B Benzyladenine 6-benzyladenine N6-Benzyladenine N-Benzyl-adenine Adenine,N-benzyl- benzylaminopurine 6-Benzylaminopurine 2-Benzylaminopurine 6-Benzyil AMinopurine 6-(n-Benzyl) Aminopurin 6-benzyl-6H-purin-6-aMine 6-BenzylaMino Purine Tech 6-Benzylaminopurine(6-BA) 6-(Benzylamino)-9H-purine N-benzyl-7H-purin-6-amine N-benzyl-5H-purin-6-amine Verdan senescence inhibitor Kinetin( 6-Furfurylaminopurine) Purin-6-amine, N-(phenylmethyl)- 6-BENZYLAMINOPURINERESEARCH GRADE N-(phenylmethyl)-1H-purin-6-amine 6-Benzylaminopurine,BA, N6-Benzyladenine N-Benzyl-9H-purin-6-amine, N-(9H-Purin-6-yl)benzylamine |
| CAS | 1214-39-7 |
| EINECS | 214-927-5 |
| InChI | InChI=1/C12H11N5/c1-2-4-9(5-3-1)6-13-11-10-12(15-7-14-10)17-8-16-11/h1-5,7-8,10H,6H2,(H,13,14,15,16,17) |
| InChIKey | NWBJYWHLCVSVIJ-UHFFFAOYSA-N |
Purin-6-amine, N-(phenylmethyl)- - Physico-chemical Properties
| Molecular Formula | C12H11N5 |
| Molar Mass | 225.25 |
| Density | 0.899g/mLat 20°C |
| Melting Point | 230-233 °C |
| Boling Point | 145°C(lit.) |
| Flash Point | 103°F |
| Water Solubility | Soluble in water, methanol and acetone. Slightly soluble in ethyl acetate and dichloromethane and toluene. Insoluble in n-hexane. |
| Solubility | Soluble in methanol, acetonitrile, hardly soluble in water |
| Vapor Presure | 3.3 mm Hg ( 20 °C) |
| Vapor Density | >1 (vs air) |
| Appearance | white crystalline |
| Color | White to very faint yellow |
| Odor | Characteristic acrylic. |
| BRN | 19406 |
| pKa | 9.36±0.20(Predicted) |
| Storage Condition | 2-8°C |
| Stability | Stable. Incompatible with strong oxidizing agents. |
| Refractive Index | n20/D 1.418(lit.) |
| MDL | MFCD00005572 |
| Physical and Chemical Properties | physical and chemical properties of 6-BA white crystalline powder, insoluble in water, slightly soluble in ethanol, stable in acid and alkali solution |
| Use | It is a broad-spectrum plant growth regulator, which can promote the growth of plant cells, inhibit the degradation of plant chlorophyll, increase the content of amino acids, and delay the senescence of leaves. |
Purin-6-amine, N-(phenylmethyl)- - Risk and Safety
| Risk Codes | R36/37/38 - Irritating to eyes, respiratory system and skin. R20/21/22 - Harmful by inhalation, in contact with skin and if swallowed. R22 - Harmful if swallowed |
| Safety Description | S9 - Keep container in a well-ventilated place. S24/25 - Avoid contact with skin and eyes. S37/39 - Wear suitable gloves and eye/face protection S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36 - Wear suitable protective clothing. S23 - Do not breathe vapour. |
| UN IDs | UN 2348 3/PG 3 |
| WGK Germany | 3 |
| RTECS | UD3150000 |
| FLUKA BRAND F CODES | 8 |
| TSCA | Yes |
| HS Code | 29335995 |
| Toxicity | LD50 orl-rat: 2125 mg/kg TOIZAG 19,336,72 |
Purin-6-amine, N-(phenylmethyl)- - Reference
| Reference Show more | 1. Lu Feibiao, Chen Yan, Yue, Cheng Rubin, et al. Establishment of Clover Green Callus Induction and Proliferation System and Study on Natural Organic Matter Promoting Synthesis of Total Flavonoids [J]. Shi Zhen Guo Yi Guo Yao 2019(12). 2. Liu Liujiao, Liu Zhen, Huang Hongxin, et al. Effects of Different Exogenous Hormones on Flowering and Fruiting of Caulis [J]. Agricultural Research and Application 2018 v.31;No.178(05):14-18. 3. Wu Jindong. Effects of Different Concentrations of 6-BA on Heat Resistance of Dendrobium huoshan [J]. Anhui Agronomy Bulletin 2016 22(11):38-41. 4. Chen Jie, Liu Jinhang, Li Yongyu, et al. Medium and plant growth regulator on oil? Seed embryo cultivation effect [J]. Journal of Fujian Agriculture, 2020, v.35;No.196(03):65-70. 5. Cai Meijie, Zhang Enhui, Zhang Xinxin, et al. Effects of Exogenous 6-BA on Seed Germination and Seedling Growth of Cabbage under Salt Stress [J]. Journal of Northwest Agriculture and Forestry University (Natural Science Edition), 2020, 048(004):123-129. 6. Liu Liujiao, Liu Zhen, Wei Yan, et al. Experiments on Promoting Early Flowering of Molia sinensis by Exogenous Hormones [J]. Agricultural Research and Application, 2016, 000(006):P.13-17. 7. Ye Chunxiu, Lan Fang, Huang Rongshao, et al. Effects of Plant Growth Regulators on Germination and Seedling Quality of Bovine Vigorous Seeds [J]. Seeds, 2016(6):93-95. 8. Liang Fengling, Wang Wu, Yang Yan, et al. Study on Storage and Preservation Technology of Green Vegetables [J]. Food Industry Science and Technology, 2012(13):342-345. 9. Wang Zhaolong, Wang Yiju, Yu Qiang, et al. Effects of Different Pollination Measures on Fruit Quality and Endogenous Hormones of Three-season Pear [J]. Shanxi Fruit Tree 2019 189(03):1-4. 10. Jiang Yuxin, Jiang Dacheng, Weng Lili, Sun Jin, Xiao Chunping. Studies on Germination Characteristics and Ecological Adaptability of Atractylodes lancea [J]. Seeds, 2020,39(08):158-163. 11. dong, Sheying, et al. "Evaluation of IL-ATPS and IL-MAE for simultaneous determination of herbicides and plant growth regulators in sediment." Chromatographia 77.13-14 (2014): 923-931.https://doi.org/10.1007/s10337-014-2690-0 12. Hao, Yue-Jun, et al. "Cell bioreactor culture of Orostachys cartilaginous A. Bor. and involvement of nitroxide in methyl jasmonate-induced flavonoid synthesis." Acta Physiologiae Plantarum 42.1 (2020): 1-10.https:// doi.org/10.1007/s11738-019-3008-5 13. [IF = 2.044] Dong Sheying et al. "Evaluation of IL-ATPS and IL-MAE for Simultaneous Determination of Herbicides and Plant Growth Regulators in Sediment." Chromatographia. 2014 Jul;77(13): 923-931 14. [IF = 7.086] Weixiang Wang et al. "Developmental toxicity and alteration of gene expression in zebrafish embryo exposed to 6-benzylaminopurine." Chemosphere. 2019 Oct;233:336 15. [IF = 4.411] Jian-Hui Ye et al. "Effects of Light Intensity and Spectral Composition on the Transcriptome Profiles of Leaves in Shade Grown Tea Plants (Camellia sinensis L.) and Regulatory Network of Flavonoid Biosynthesis." Molecules. 2021 Jan;26(19):5836 16. [IF = 4.169] Zhang Zhen et al. "Foliar Spraying of 6-Benzylaminopurine Promotes Growth and Flavonoid Accumulation in Mulberry (Morus alba L.)." Journal Of Plant Growth Regulation. 2021 Jul 15 17. [IF = 2.354] Hao Yue-Jun et al. "Cell bioreactor culture of Orostachys cartilaginous A. Bor. and involvement of Nitric Oxide in Methyl jasmonate-induced flavonoid synthesis." Acta Physiol Plant. 2020 Jan;42(1): 1-10 |
Purin-6-amine, N-(phenylmethyl)- - Reference Information
| NIST chemical information | Information provided by: webbook.nist.gov (external link) |
| EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
| traits | 6-benzylaminopurine is white crystalline, insoluble in water, slightly soluble in ethanol, and stable in acid and alkali. |
| Use | 6-benzylaminopurine is the first synthetic cytokinin. 6-BA has the ability to inhibit the decomposition of chlorophyll, nucleic acid, and protein in plant leaves, protect green and prevent aging; transfer amino acids, auxin, inorganic salts, etc. to the treatment site. It is widely used in agriculture, fruit trees and horticultural crops. From germination to harvest at all stages. Application: Cytokinin 6-BA can be used for vegetable preservation. Cytokinin is an indispensable additional hormone in differentiation medium in tissue culture. Cytokinin 6-BA can also be used in fruit trees and vegetables, and its main function is to promote cell expansion, increase fruit setting rate, and delay leaf senescence. Cytokinin can divide the stem tip, root tip, immature seeds, germinated seeds, growing fruits, etc. because 6-BA has the characteristics of high efficiency, stability, low cost and easy to use, it is widely used and is the favorite cytokinin of tissue cultivators. The main role of BA is to promote the formation of buds and can also induce callus. It can be used to improve the quality and yield of tea and tobacco; the preservation of vegetables and fruits and the cultivation of rootless bean sprouts can significantly improve the quality of fruits and leaves. 6-BA is the first synthetic cytokinin. It can inhibit the decomposition of chlorophyll, nucleic acid, and protein in plant leaves, protect green and prevent aging; transfer amino acids, auxin, inorganic salts, etc. to the treatment site and other effects, widely used in agriculture, fruit trees and horticultural crops from germination to harvest All stages. a widely used cytokinin added to plant growth medium is used for media such as Murashige and Skoog medium, Gamborg medium and Chu's N6 medium is a broad-spectrum plant growth regulator, which can promote plant cell growth, inhibit plant chlorophyll degradation and increase amino acid content, delaying leaf senescence, etc. is a monomer for manufacturing adhesives, synthetic resins, special rubber and plastics cell division stimulating hormone. |
| principle of action | 6-benzylaminopurine is a broad-spectrum plant growth regulator, which can promote plant cell growth, inhibit plant chlorophyll degradation, increase amino acid content, delay leaf senescence, etc. It can be used for mung bean sprouts and soybean sprouts with a maximum use of 0.01 g/kg and a residual amount of less than 0.2 mg/kg. Induction of bud differentiation, promote the growth of lateral buds, promote cell division, but also reduce the decomposition of chlorophyll in plants, with the effect of inhibiting senescence and preservation of green. |
| preparation method | to 5g hypoxanthine, add 20 mLSOCl2,0.25gDMAP,10gBTC dissolved in 20 mLSOCl2. Heat and drop BTC/SOCl2. Reflux (cooling of refrigerant) to full solution, steam out SOCl2 (including phosgene, recovery and application), steam (drain), cool to room temperature, and obtain milky yellow solid (6-chloropurine and DMAP hydrochloride). 4g of benzylamine and 25g of triethylamine are directly added to it, heated to 70~80 ℃, or microwave heating until 6-chloropurine reaction is complete (TLC monitoring), ethanol is added, the filtered solid is washed with ethanol, and 7g of brown product 6-benzylaminopurine is dried. |
| toxicity | LD50 2965mg/kg (rat, oral). All mutagenic tests were negative. |
| usage limit | GB 2760-96: for soybean sprouts and mung bean sprouts, 0.01 g/kg, residual amount ≤ 0.2 mg/kg. |
| category | pesticide |
| toxicity classification | poisoning |
| acute toxicity | oral-rat LD50: 2125 mg/kg; Oral-mouse LD50: 1300 mg/kg |
| flammability hazard characteristics | combustible; combustion produces toxic nitrogen oxide smoke |
| storage and transportation characteristics | ventilation and low temperature drying |
| fire extinguishing agent | dry powder, foam, sand, carbon dioxide, mist water |
| toxic substance data | information provided by: pubchem.ncbi.nlm.nih.gov (external link) |
Last Update：2024-04-10 22:29:15
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