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6-Dimethylaminopurine

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Products Intro: Product Name:6-Dimethylaminopurine
CAS:938-55-6
Purity:98% Package:1kg,5kg,10kg
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CAS:938-55-6
Purity:98% (Min,HPLC) Package:100g;1kg;5kg,10kg,25kg,50kg
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CAS:938-55-6
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CAS:938-55-6
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Products Intro: Product Name:N6,N6-Dimethyladenine
CAS:938-55-6
Purity:98%(HPLC) Package:100mg/1g

6-Dimethylaminopurine manufacturers

  • 6-Dimethylaminopurine
  • 6-Dimethylaminopurine pictures
  • $0.00 / 25kg
  • 2023-04-12
  • CAS:938-55-6
  • Min. Order: 25kg
  • Purity: 99%
  • Supply Ability: 1000MT
  • 6-Dimethylaminopurine
  • 6-Dimethylaminopurine pictures
  • $15.00 / 1KG
  • 2021-08-12
  • CAS:938-55-6
  • Min. Order: 1KG
  • Purity: 99%+ HPLC
  • Supply Ability: Monthly supply of 1 ton
6-Dimethylaminopurine Basic information
Product Name:6-Dimethylaminopurine
Synonyms:TIMTEC-BB SBB008765;N,N-DIMETHYL-N-(4-PYRIDINYL)AMINE;N,N'-DIMETHYL-4-PYRIDINAMINE;N6,N6-DIMETHYLADENINE;N4,N4-DIMETHYLPYRIDIN-4-AMINE;N-(4-PYRIDYL)DIMETHYLAMINE;6-Dimethyladenine;6-Dimethylamino-9H-purine
CAS:938-55-6
MF:C7H9N5
MW:163.18
EINECS:213-344-3
Product Categories:Nitrogen cyclic compounds;Purine;Nucleotides and Nucleosides;Bases & Related Reagents;Nucleotides
Mol File:938-55-6.mol
6-Dimethylaminopurine Structure
6-Dimethylaminopurine Chemical Properties
Melting point 259-262 °C(lit.)
Boiling point 162 °C (50 mmHg)
density 1.1407 (rough estimate)
refractive index 1.6380 (estimate)
Fp 110 °C
storage temp. -20°C
solubility methanol: 0.1 g/mL, clear
form prilled
pka9.38±0.20(Predicted)
color off-white to yellow
BRN 7634
InChIKeyBVIAOQMSVZHOJM-UHFFFAOYSA-N
CAS DataBase Reference938-55-6(CAS DataBase Reference)
NIST Chemistry Reference1H-Purin-6-amine, N,N-dimethyl-(938-55-6)
Safety Information
Hazard Codes 
WGK Germany 3
RTECS UO7440636
HS Code 29335990
MSDS Information
ProviderLanguage
N,N-Dimethyl-9H-purin-6-amine English
SigmaAldrich English
ACROS English
ALFA English
6-Dimethylaminopurine Usage And Synthesis
Chemical Propertieswhite to light yellow crystal powder
Uses6-Dimethylaminopurine is a serine threonine protein kinase inhibitor. It inhibits the germinal vesicle breakdown and the meiotic maturation of oocytes. It can be used to rtificially lengthen the pre-maturation period of oocyte growth, in vitro, by inhibiting germinal vesicle breakdown in mouse and human oocytes.
Application6-(Dimethylamino)purine has been used:
as a supplement in GR-1 aa medium (bovine medium) for parthenogenetic activation of bovine oocytes to study its potential for embryo development.
in the activation step during the production of nuclear transfer embryos.
as a supplement in HCR2aa medium to activate interspecies embryos derived from interspecies somatic cell nuclear transfer (iSCNT) technique.
A purine antagonist.
In the benzodiazepine receptor (BZR) binding assay, it inhibits the binding of 1.5 nM [3H]diazepam at 100uM in rat brains.
Preparation6-Dimethylaminopurine synthesis: 2-Methylmercapto-4-amino-6-dimethylaminopyrimidine (VI) was smoothly nitrosated in 10% acetic acid to the 5-nitrosopyrimidine (V) in 95% yield. Reduction of V with sodium hydrosulfite to the triamine (IV), followed by formylation gave the 5-formamidopyrimidine (VII) in 76% over-all yield for the two steps. Reductive formylation of V directly to VI1 with zinc and formic acid, although more rapid, was less efficient (50% yield). Ring closure of VII to 2-methyhercapto-6-dimethylaminopurine (X) was best done on a small scale by short fusion at 250°(99% yield), although boiling quinoline, formamide, or dilute alcoholic sodium hydroxide could also be employed. The latter reagent was most efficient on a large scale. Desulfurization of X with Raney nickel (7) in 1 N sodium hydroxide at 100° afforded the final product, 6-dimethylaminopurine (XII) in 43% yield.This compound was identical in all respects with the C7H9N5 moiety from puromycin (2).
synthesis of 6-Dimethylaminopurine
DefinitionChEBI: 6-Dimethylaminopurine is a tertiary amine that is adenine substituted at N-6 by geminal methyl groups. It is functionally related to an adenine.
General Description6-(Dimethylamino)purine (6-DMAP) is a purine-based metabolite with two condensed heterocyclic rings and two methyl groups linked to the amino group of the purine unit of adenine.
Biochem/physiol Actions6-(Dimethylamino)purine (6-DMAP) is a protein kinase and cyclin-dependent kinase inhibitor. It acts as a secondary metabolite and mediates RNA modification. 6-DMAP is a potent cytokinetic inhibitor and is used in parthenogenesis and meiosis studies. It is also used to promote pronuclei formation in mammalian oocytes. 6-DMAP is a dual fluorescence molecule according to femtosecond fluorescence up-conversion spectroscopy studies.
Purification MethodsIt is purified by recrystallisation from H2O, EtOH (0.32g in 10mL) or CHCl3. [Albert & Brown J Chem Soc 2060 1954, UV: Mason J Chem Soc 2071 1954.] The monohydrochloride crystallises from EtOH/Et2O, m 2 5 3o(dec) [Elion et al. J Am Chem Soc 74 411 1952], the dihydrochloride has m 225o(dec) and the picrate has m 245o (235-236.5o) [Fryth et al. J Am Chem Soc 80 2736 1958]. [Beilstein 26 III/IV 3566.]
Tag:6-Dimethylaminopurine(938-55-6) Related Product Information
Dimethyl sulfoxide DIMETHYLAMINOPYRIDINE, POLYMER-BOUND Dimethyl phthalate ETHANE 2,6-Diaminopurine 2,6-Lutidine Dimethyl ether N,N-Dimethylformamide N,N-Dimethyl-1,4-phenylenediamine Dimethyl fumarate Dimethyl sulfide PUROMYCIN AMINONUCLEOSIDE PUROMYCIN DIHYDROCHLORIDE PUROMYCIN DIHYDROCHLORIDE 6-DIMETHYLAMINOPURINE-9-RIBOSIDE,6-Dimethylaminopurine D-riboside,6-dimethylaminopurine 9-riboside*crystalline 4-Dimethylaminopyridine Purine PUROMYCIN