Kinetin CAS 525-79-1
Introduction:Basic information about Kinetin CAS 525-79-1, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Kinetin Basic information
| Product Name: | Kinetin |
| Synonyms: | 6-furfuryladenine;6-FURFURYLAMINOPURINE;KINETINE;KINETIN;FURFURYLAMINOPURINE, 6-;FURFURYLADENINE;AURORA 2450;6-Furfurylamino-9H-purine |
| CAS: | 525-79-1 |
| MF: | C10H9N5O |
| MW: | 215.21 |
| EINECS: | 208-382-2 |
| Product Categories: | 6-Furfuryladenine, N6-Furfuryladenine;plantgrowth;Pyrimidine purine;Bases & Related Reagents;Heterocycles;Nucleotides;Plant Hormones;Biochemistry;Chemical Reagents for Pharmacology Research;Cytokinins;Nucleobases and their analogs;Nucleosides, Nucleotides & Related Reagents;Plant Growth Regulators;PLANT GROWTH REGULATOR;Purine;Amines;Inhibitors;Elisa Kit-plant ELISA Kit;525-79-1 |
| Mol File: | 525-79-1.mol |
Kinetin Chemical Properties
| Melting point | 269-271 °C (dec.)(lit.) |
| Boiling point | 355.49°C (rough estimate) |
| density | 1.2639 (rough estimate) |
| bulk density | 360kg/m3 |
| refractive index | 1.7610 (estimate) |
| Fp | 269-271°C |
| storage temp. | -70°C |
| solubility | H2O: soluble |
| form | crystalline |
| pka | pKa1 2.7; pKa2 9.9(at 25℃) |
| color | white |
| PH | 5.5-6.5 (20°C, 10g/L in H2O, filtered suspension) |
| Water Solubility | Soluble in water (<1 mg/ml) at 25°C, Acetic acid (49.00-51.00 mg/ml), DMSO (43 mg/ml) at 25°C, ethanol (<1 mg/ml) at 25°C, 0.1 N Sodium hydroxide (1% w/v), methanol (slightly), and dilute aqueous hydrochloric acid or sodium hydroxide (freely). |
| Decomposition | 269-271 ºC |
| Merck | 14,5311 |
| Specific Activity | ≥1800units/μg protein |
| BRN | 21703 |
| Cosmetics Ingredients Functions | SKIN CONDITIONING |
| InChI | 1S/C10H9N5O/c1-2-7(16-3-1)4-11-9-8-10(13-5-12-8)15-6-14-9/h1-3,5-6H,4H2,(H2,11,12,13,14,15) |
| InChIKey | QANMHLXAZMSUEX-UHFFFAOYSA-N |
| SMILES | C(Nc1ncnc2[nH]cnc12)c3ccco3 |
| LogP | 1.200 (est) |
| CAS DataBase Reference | 525-79-1(CAS DataBase Reference) |
| NIST Chemistry Reference | Kinetin(525-79-1) |
| EPA Substance Registry System | Kinetin (525-79-1) |
Safety Information
| Hazard Codes | Xi |
| Risk Statements | 68-36/37/38 |
| Safety Statements | 23-24/25-22-36/37/39-27-26 |
| WGK Germany | 3 |
| RTECS | AU6270000 |
| Hazard Note | Irritant |
| TSCA | TSCA listed |
| HS Code | 29349990 |
| Storage Class | 11 - Combustible Solids |
| Hazardous Substances Data | 525-79-1(Hazardous Substances Data) |
| Toxicity | LD50 intraperitoneal in mouse: 450mg/kg |
| Description | Kinetin (or Vivakin) was introduced as Kinerase in the US as a newingredient for the treatment of age related photodamage of skin. This 6-furfurylaminopurine is a synthetic cytokinin, a family of plant growth factors, andwas shown to be a highly potent growth factor. In vitro, it was able to delay orprevent the onset of age-related changes in skin cells without affecting cellularlifespan. In a double-blind clinical trial, Kinetin (0.005%) partially reversed theclinical signs of photodamaged skin and demonstrated a good safety profile.It could have potential in psoriasis as well as in other proliferative skin disorders. |
| Description | Kinetin is a cytokinin plant growth regulator with diverse biological activities. Kinetin (0.23 μM) increases p34cdc2-like histone H1 kinase activity, the number of cells in mitosis, and total cell number in arrested N. plumbaginifolia cells. It increases GSH levels and activity of glutathione peroxidase and glutathione reductase, but reduces thiobarbituric acid reactive substances (TBARS) levels, in human skin fibroblasts when used at a concentration of 10 μM. Kinetin (40 μM) reduces age-related enlargement, multinucleation, and accumulation of cellular debris in human mammary skin fibroblasts without affecting proliferative lifespan. |
| Chemical Properties | White Solid |
| Originator | Senetek (UK) |
| Uses | Kinetin acts as plant growth accelerator, auxin, plant growth regulator, plant cell division promotor. It also acts as cell division factor found in various plant parts and in yeast. A plant growth regulator. Augments growth of microbial cultures. |
| Uses | A cell division factor found in various plant parts and in yeast. A plant growth regulator. Augments growth of microbial cultures |
| Uses | Plant growth regulator. To augment growth of microbial cultures: BE 632589 (1963 to Hoechst). |
| Definition | ChEBI: Kinetin is a member of the class of 6-aminopurines that is adenine carrying a (furan-2-ylmethyl) substituent at the exocyclic amino group. It has a role as a geroprotector and a cytokinin. It is a member of furans and a member of 6-aminopurines. |
| Brand name | Kinerase |
| Synthesis Reference(s) | The Journal of Organic Chemistry, 21, p. 1276, 1956 DOI: 10.1021/jo01117a016 |
| General Description | Kinetin is an artificial?cytokinin, obtained from herring sperm. It is named due to its ability to stimulate cell division. |
| Biochem/physiol Actions | FAPα has in vitro dipeptidyl peptidase activity and collagenolytic activity. It cleaves N-terminal dipeptides from polypeptides and can degrade gelatin and type I collagen. It has also been reported that FAPa has a tumor suppressor activity. |
| Synthesis | To obtain some new analogs of kinetin we used as the starting materials 3-aryl-1-bromobutanes, which are readily available at the present time. The synthesis was carried out by the following route: |
| Purification Methods | It forms platelets from EtOH and sublimes at 220o, but is best done at lower temperatures in a good vacuum. It has been extracted from neutral aqueous solutions with Et2O. [Miller et al J Am Chem Soc 78 1375 1956, Bullock et al. J Am Chem Soc 78 3693 1956, Beilstein 26 III/IV 3586.] |
| References | [1] TORREY J G. Kinetin as trigger for mitosis in mature endomitotic plant cells[J]. Experimental cell research, 1961, 23 2: Pages 281-299. DOI: 10.1016/0014-4827(61)90038-6 [2] ABDULSALAM REDHWAN F ? Arda Acemi. Effects of plant growth regulators on in vitro seed germination, organ development and callogenesis in Pancratium maritimum L.[J]. Plant Cell, Tissue and Organ Culture (PCTOC), 2023, 184 2 1: 97-110. DOI: 10.1007/s11240-023-02514-6 [3] A. JAB?O?SKA-TRYPU? R C M Matejczyk. N6-benzyladenine and kinetin influence antioxidative stress parameters in human skin fibroblasts[J]. Molecular and Cellular Biochemistry, 2016, 413 1: 97-107. DOI: 10.1007/s11010-015-2642-5 [4] THIAGO MORENO L SOUZA. Preclinical development of kinetin as a safe error-prone SARS-CoV-2 antiviral able to attenuate virus-induced inflammation.[J]. Nature Communications, 2023, 14 1: 199. DOI: 10.1038/s41467-023-35928-z |
