6-Benzylaminopurine

6-Benzylaminopurine

Names
Systematic IUPAC name N-(Phenylmethyl)-7H-purin-6-amine
Other names Benzyl adenine; 6-Benzyladenine
Identifiers
CAS Number	1214-39-7 Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:29022 Y
ChEMBL	ChEMBL228862 Y
ChemSpider	56177 Y
ECHA InfoCard	100.013.570
KEGG	C11263 Y
PubChem CID	62389
UNII	KXG6A989PS Y
CompTox Dashboard (EPA)	DTXSID7032630
InChI InChI=1S/C12H11N5/c1-2-4-9(5-3-1)6-13-11-10-12(15-7-14-10)17-8-16-11/h1-5,7-8H,6H2,(H2,13,14,15,16,17) Y Key: NWBJYWHLCVSVIJ-UHFFFAOYSA-N Y InChI=1/C12H11N5/c1-2-4-9(5-3-1)6-13-11-10-12(15-7-14-10)17-8-16-11/h1-5,7-8H,6H2,(H2,13,14,15,16,17) Key: NWBJYWHLCVSVIJ-UHFFFAOYAZ
SMILES c3ccc(CNc1ncnc2[nH]cnc12)cc3
Properties
Chemical formula	C12H11N5
Molar mass	225.255 g·mol−1
Appearance	White to off-white powder
Solubility in water	0.44 g/L (15°C)[1]
Hazards
Safety data sheet (SDS)	External MSDS
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Y verify (what is YN ?) Infobox references

6-Benzylaminopurine, benzyl adenine, BAP or BA^[2] is a first-generation synthetic cytokinin that elicits plant growth and development responses, setting blossoms and stimulating fruit richness by stimulating cell division. It is an inhibitor of respiratory kinase in plants, and increases post-harvest life of green vegetables. Influence of cytokinin as 6-benzylaminopurine (BAP) in combination with other methods on postharvest green color retention on broccoli heads and asparagus spears, showed positive results for quality retention. Treatment with 10 and 15 ppm BAP can be used to extend shelf life of fresh-cut broccoli florets and shredded cabbage during storage at 6±1°C at commercial level.^[3][4]

6-Benzylaminopurine was first synthesized and tested in the laboratories of plant physiologist Folke K. Skoog.^[5]

See also

• Plant hormone
• Gibberellic acid

References