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6-Dimethylaminopurine

Product Name
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
Formula Weight
163.18
MOL File
938-55-6.mol
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6-Dimethylaminopurine Property

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)
NIST Chemistry Reference
1H-Purin-6-amine, N,N-dimethyl-(938-55-6)
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Safety

Hazard Codes 
WGK Germany 
3
RTECS 
UO7440636
HS Code 
29335990
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
D2629
Product name
6-(Dimethylamino)purine
Purity
≥98%
Packaging
100mg
Price
$53.6
Updated
2024/03/01
Sigma-Aldrich
Product number
D2629
Product name
6-(Dimethylamino)purine
Purity
≥98%
Packaging
1g
Price
$268
Updated
2024/03/01
TCI Chemical
Product number
D3894
Product name
6-(Dimethylamino)purine
Purity
>98.0%(HPLC)(T)
Packaging
1g
Price
$210
Updated
2024/03/01
TCI Chemical
Product number
D3894
Product name
6-(Dimethylamino)purine
Purity
>98.0%(HPLC)(T)
Packaging
5g
Price
$703
Updated
2024/03/01
Sigma-Aldrich
Product number
D2629
Product name
6-(Dimethylamino)purine
Purity
≥98%
Packaging
250mg
Price
$87.6
Updated
2024/03/01
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6-Dimethylaminopurine Chemical Properties,Usage,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.

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.

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).

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.]

6-Dimethylaminopurine Preparation Products And Raw materials

Raw materials

Preparation Products

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6-Dimethylaminopurine Suppliers

Win-Win Chemical CO., Limited
Tel
0577-64498589 15325081899
Fax
0577-56994596
Email
sales@win-winchemical.com
Country
China
ProdList
1076
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58
J & K SCIENTIFIC LTD.
Tel
010-82848833 400-666-7788
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
96815
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76
Meryer (Shanghai) Chemical Technology Co., Ltd.
Tel
021-61259108 18621169109
Fax
86-21-61259102
Email
market03@meryer.com
Country
China
ProdList
40228
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62
3B Pharmachem (Wuhan) International Co.,Ltd.
Tel
821-50328103-801 18930552037
Fax
86-21-50328109
Email
3bsc@sina.com
Country
China
ProdList
15839
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TCI (Shanghai) Development Co., Ltd.
Tel
021-67121386
Fax
021-67121385
Email
Sales-CN@TCIchemicals.com
Country
China
ProdList
24529
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81
Ark Pharm, Inc.
Tel
847-367-3680
Fax
847-367-3681
Email
sales@arkpharminc.com
Country
United States
ProdList
1670
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56
Energy Chemical
Tel
021-021-58432009 400-005-6266
Fax
021-58436166
Email
sales8178@energy-chemical.com
Country
China
ProdList
44689
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Capot Chemical Co., Ltd
Tel
+86 (0) 571 85 58 67 18
Fax
0086-571-85864795
Email
sales@capotchem.com
Country
China
ProdList
18207
Advantage
66
Shanghai Hanhong Scientific Co.,Ltd.
Tel
021-54306202 13764082696
Email
info@hanhongsci.com
Country
China
ProdList
42958
Advantage
64
Chemsky(shanghai)International Co.,Ltd.
Tel
021-50135380
Email
shchemsky@sina.com
Country
China
ProdList
32321
Advantage
50
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View Lastest Price from 6-Dimethylaminopurine manufacturers

Hefei TNJ Chemical Industry Co.,Ltd.
Product
6-Dimethylaminopurine 938-55-6
Price
US $0.00/kg
Min. Order
25kg
Purity
99%
Supply Ability
1000MT
Release date
2019-03-08
Zhuozhou Wenxi import and Export Co., Ltd
Product
6-Dimethylaminopurine 938-55-6
Price
US $15.00-10.00/KG
Min. Order
1KG
Purity
99%+ HPLC
Supply Ability
Monthly supply of 1 ton
Release date
2021-08-11
Career Henan Chemical Co
Product
6-Dimethylaminopurine 938-55-6
Price
US $8.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
10MT
Release date
2018-12-19

938-55-6, 6-DimethylaminopurineRelated Search:


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