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ChemicalBook >> CAS DataBase List >>6-Dimethylaminopurine

6-Dimethylaminopurine

CAS No.
938-55-6
Chemical Name:
6-Dimethylaminopurine
Synonyms
N6;DMAPY;6 DMAP;4DAMPY;NSC 401568;Dimethyladenine;6-Dimethyladenine;TIMTEC-BB SBB008765;Dimethylaminopurine;N,N-Dimethyladenine
CBNumber:
CB0421579
Molecular Formula:
C7H9N5
Molecular Weight:
163.18
MDL Number:
MFCD00005573
MOL File:
938-55-6.mol
MSDS File:
SDS
Last updated:2024-09-04 16:42:00

6-Dimethylaminopurine Properties

Melting point 259-262 °C(lit.)
Boiling point 162 °C (50 mmHg)
Density 1.1407 (rough estimate)
refractive index 1.6380 (estimate)
Flash point 110 °C
storage temp. -20°C
solubility methanol: 0.1 g/mL, clear
form prilled
pka 9.38±0.20(Predicted)
color off-white to yellow
BRN 7634
InChIKey BVIAOQMSVZHOJM-UHFFFAOYSA-N
CAS DataBase Reference 938-55-6(CAS DataBase Reference)
EWG's Food Scores
FDA UNII
NIST Chemistry Reference

SAFETY

Risk and Safety Statements

Symbol(GHS)  sòng bạc tiền thậtLiên kết đăng nhập
GHS07
Signal word  Warning
Hazard statements  H315-H319
Precautionary statements  P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313
Hazard Codes 
WGK Germany  3
RTECS  UO7440636
HS Code  29335990

6-Dimethylaminopurine price More Price(46)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich D2629 6-(Dimethylamino)purine ≥98% 938-55-6 100mg $53.6 2025-03-01 Buy
Sigma-Aldrich D2629 6-(Dimethylamino)purine ≥98% 938-55-6 1g $268 2025-03-01 Buy
TCI Chemical D3894 6-(Dimethylamino)purine >98.0%(HPLC)(T) 938-55-6 1g $210 2025-03-01 Buy
TCI Chemical D3894 6-(Dimethylamino)purine >98.0%(HPLC)(T) 938-55-6 5g $703 2025-03-01 Buy
Sigma-Aldrich D2629 6-(Dimethylamino)purine ≥98% 938-55-6 250mg $87.6 2025-03-01 Buy
Product number Packaging Price Buy
D2629 100mg $53.6 Buy
D2629 1g $268 Buy
D3894 1g $210 Buy
D3894 5g $703 Buy
D2629 250mg $87.6 Buy

6-Dimethylaminopurine Chemical Properties,Uses,Production

Chemical Properties

white to light yellow crystal powder

Uses

6-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.

Application

6-(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.

Preparation

6-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).
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Definition

ChEBI: 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 Description

6-(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 Actions

6-(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 Methods

It 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.]
68-94-0
938-55-6
Synthesis of 6-Dimethylaminopurine from 6-Hydroxypurine
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View Lastest Price from 6-Dimethylaminopurine manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
sòng bạc tiền thậtLiên kết đăng nhập 2024-04-12 6-Dimethylaminopurine
938-55-6
US $0.00 / kg 25kg 99% 1000MT Hefei TNJ Chemical Industry Co.,Ltd.
sòng bạc tiền thậtLiên kết đăng nhập 2022-08-12 6-Dimethylaminopurine
938-55-6
US $15.00-10.00 / KG 1KG 99%+ HPLC Monthly supply of 1 ton Zhuozhou Wenxi import and Export Co., Ltd
sòng bạc tiền thậtLiên kết đăng nhập 2020-07-06 6-Dimethylaminopurine
938-55-6
US $8.00 / kg 1kg 99% 10MT Career Henan Chemical Co
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 Adenine, N,N-dimethyl- Adenine, N6,N6-dimethyl- Dimethyladenine Dimethylaminopurine N(Sup6),N(sup6)-Dimethyladenine N,N-Dimethyl-6-aminopurine N,N-Dimethyladenine Purine, 6-(dimethylamino)- 6-DIMETHYLAMINOPURINE 6 DMAP 4-(N,N-DIMETHYLAMINO)-PYRIDINE 4DAMPY DIMETHYLAMINO PYRIDINE DIMETHYLAMINOPYRIDINE, 4- 4-dimethylamiopryidine DMAPY 6-DIMETHYLAMINOPURINE CRYSTALLINE N,N-dimethyl-7H-purin-6-amine DIMETHYLAMINOPYRIDINE, 4-(SG) 6-DIMETHYLAMINOPURINE 99% N,N-Dimethyl-9H-purin-6-amine 6-DiMethylaMinopurine, 98% 1GR NSC 401568 9H-Purin-6-amine,N,N-dimethyl- N6 1H-Purin-6-amine, N,N-dimethyl- 6,6-Dimethyladenine 6-(Dimethylamino)-7H-purine N,N-Dimethyl-1H-purin-6-amine 6-Dimethylaminopurine,98% 6-DimethylaminopurineN6,N6-Dimethyladenine 6-(Dimethylamino)purine> 6-Dimethylaminopurine USP/EP/BP 6-(Dimethylamino)purine, ≥ 98.0% 938-55-6 1222-58-3 C7H9N5 Reagents for Oligosaccharide Synthesis Condensation & Active Esterification Biochemicals and Reagents BioChemical Nucleosides, Nucleotides, Oligonucleotides Nucleoside Analogs Nitrogen cyclic compounds Purine Nucleotides and Nucleosides Bases & Related Reagents Nucleotides
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