BAP9THP

Names

[ Name ]:
BAP9THP

[Synonym ]:
Pyranyl benzyladenine
MFCD00056971
N-Benzyl-9-(tetrahydro-2H-pyran-2-yl)-9H-purin-6-amine
UNII:23NQ6S177V
9H-Purin-6-amine, N-(phenylmethyl)-9-(tetrahydro-2H-pyran-2-yl)-
N-Benzyl-9-(tetrahydro-2H-pyran-2-yl)adenine
6-Benzylamino-9-(2-tetrahydropyranyl)-9H-purine,BPA

Biological Activity

[Description]:

BAP9THP is a synthetic cytokinin derivative and a growth regulator. BAP9THP promotes chlorophyll retention (and senescence delay) in plant tissues exceptionally strongly, and growth of tobacco callus almost as strongly as 6-Benzylaminopurine (BAP). BAP9THP induces adventitious shoot formation ignificantly more strongly than N6-isopentenyladenine or Kinetin[1][2].

[Related Catalog]:

Research Areas >> Others

Signaling Pathways >> Others >> Others

[In Vitro]

The cytokinin derivative BAP9THP is an important component of these protocols: culture of isolated apical meristem or growing shoot apices on media containing this compound resulted in signifcant shoot multiplication[1]. both BAP9THP and BAP9THF are found to delay senescence and induce several growth responses more strongly than BAP[2].

[References]

[1]. Smýkalová, I., et al. The effects of novel synthetic cytokinin derivatives and endogenous cytokinins on the in vitro growth responses of hemp (Cannabis sativa L.) explants. Plant Cell Tiss Organ Cult 139, 381–394 (2019).

[2]. Vylíčilová H, et al. Naturally Occurring and Artificial N9-Cytokinin Conjugates: From Synthesis to Biological Activity and Back. Biomolecules. 2020;10(6):832. Published 2020 May 29.

Chemical & Physical Properties

[ Density]:
1.4±0.1 g/cm3

[ Boiling Point ]:
541.1±60.0 °C at 760 mmHg

[ Melting Point ]:
110-114ºC

[ Molecular Formula ]:
C₁₇H₁₉N₅O

[ Molecular Weight ]:
309.366

[ Flash Point ]:
281.1±32.9 °C

[ Exact Mass ]:
309.158966

[ PSA ]:
64.86000

[ LogP ]:
2.45

[ Vapour Pressure ]:
0.0±1.4 mmHg at 25°C

[ Index of Refraction ]:
1.700

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: UO7510000

CHEMICAL NAME :: 9H-Purine, 6-benzylamino-9-tetrahydropyran-2-yl-

CAS REGISTRY NUMBER :: 2312-73-4

LAST UPDATED :: 199710

DATA ITEMS CITED :: 4

MOLECULAR FORMULA :: C17-H19-N5-O

MOLECULAR WEIGHT :: 309.41

WISWESSER LINE NOTATION :: T56 BN DN FN HNJ IM1R& D- BT6OTJ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 1640 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: 85ARAE "Agricultural Chemicals," Thomson, W.T., 4 vols., Fresno, CA, Thomson Publications, 1976/77 revision Volume(issue)/page/year: 3,48,1976/1977 ** REPRODUCTIVE DATA **

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

DOSE :: 3200 mg/kg

SEX/DURATION :: female 6-15 day(s) after conception

TOXIC EFFECTS :: Reproductive - Effects on Embryo or Fetus - fetotoxicity (except death, e.g., stunted fetus)

REFERENCE :: TOXID9 Toxicologist. (Soc. of Toxicology, Inc., 475 Wolf Ledge Parkway, Akron, OH 44311) V.1- 1981- Volume(issue)/page/year: 1,27,1981 *** U.S. STANDARDS AND REGULATIONS *** EPA FIFRA 1988 PESTICIDE SUBJECT TO REGISTRATION OR RE-REGISTRATION FEREAC Federal Register. (U.S. Government Printing Office, Supt. of Documents, Washington, DC 20402) V.1- 1936- Volume(issue)/page/year: 54,7740,1989

Safety Information

[ Hazard Codes ]:
Xn:Harmful;

[ Risk Phrases ]:
R22

[ Safety Phrases ]:
S26-S36

[ WGK Germany ]:
3

[ RTECS ]:
UO7510000

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Related Compounds

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