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2,6-Diamino-1H-pyrimidin-4-on

2,4-Diamino-6-hydroxypyrimidine Struktur
56-06-4
CAS-Nr.
56-06-4
Bezeichnung:
2,6-Diamino-1H-pyrimidin-4-on
Englisch Name:
2,4-Diamino-6-hydroxypyrimidine
Synonyma:
2,6-DIAMINOPYRIMIDIN-4-OL;1956-6-4;DAHP;2,6-Diaminopyrimidin-4(1H)-one;2,6-DIAMINO-4-PYRIMIDINOL;2,6-diamino-1H-pyrimidin-4-one;2,6-DIAMINO-4-HYDROXYPYRIMIDINE;4(3H)-pyrimidinone, 2,6-diamino-;9-60-9;NSC 9302
CBNumber:
CB0174912
Summenformel:
C4H6N4O
Molgewicht:
126.12
MOL-Datei:
56-06-4.mol

2,6-Diamino-1H-pyrimidin-4-on Eigenschaften

Schmelzpunkt:
285-286 °C (dec.) (lit.)
Siedepunkt:
234.22°C (rough estimate)
Dichte
1.3659 (rough estimate)
Brechungsindex
1.7990 (estimate)
storage temp. 
Keep in dark place,Inert atmosphere,Room temperature
L?slichkeit
DMSO (Slightly), Methanol (Slightly)
pka
10.61±0.50(Predicted)
Aggregatzustand
Fine Crystalline Powder
Farbe
White to cream
Sensitive 
Light Sensitive
Merck 
14,2981
BRN 
125006
InChIKey
SWELIMKTDYHAOY-UHFFFAOYSA-N
CAS Datenbank
56-06-4(CAS DataBase Reference)
NIST chemische Informationen
4(1H)-pyrimidinone, 2,6-diamino-(56-06-4)
EPA chemische Informationen
2,6-Diamino-4(1H)-pyrimidinone (56-06-4)
Sicherheit
  • Risiko- und Sicherheitserkl?rung
  • Gefahreninformationscode (GHS)
Kennzeichnung gef?hrlicher Xi
R-S?tze: 36/37/38
S-S?tze: 22-24/25-36-26
WGK Germany  3
Hazard Note  Irritant
TSCA  TSCA listed
HS Code  29335995
Bildanzeige (GHS) Exclamation Mark (GHS07)
Alarmwort Warnung
Gefahrenhinweise
Code Gefahrenhinweise Gefahrenklasse Abteilung Alarmwort Symbol P-Code
H315 Verursacht Hautreizungen. Hautreizung Kategorie 2 Warnung P264, P280, P302+P352, P321,P332+P313, P362
H319 Verursacht schwere Augenreizung. Schwere Augenreizung Kategorie 2 Warnung P264, P280, P305+P351+P338,P337+P313P
Sicherheit
P264 Nach Gebrauch gründlich waschen.
P264 Nach Gebrauch gründlich waschen.
P280 Schutzhandschuhe/Schutzkleidung/Augenschutz tragen.

2,6-Diamino-1H-pyrimidin-4-on Chemische Eigenschaften,Einsatz,Produktion Methoden

R-S?tze Betriebsanweisung:

R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.

S-S?tze Betriebsanweisung:

S22:Staub nicht einatmen.
S24/25:Berührung mit den Augen und der Haut vermeiden.
S36:DE: Bei der Arbeit geeignete Schutzkleidung tragen.
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.

Beschreibung

2,4-Diamino-6-hydroxypyrimidine (DAHP) is a selective, specific inhibitor of GTP cyclohydrolase I, the rate limiting step for de novo pterin synthesis. In HUVEC cells, the IC50 for inhibition of BH4 biosynthesis is about 0.3 mM. DAHP can be used to effectively block NO production in several cell types.

Chemische Eigenschaften

White Solid

Verwenden

2,4-Diamino-6-hydroxypyrimidine (DAHP) is a selective, specific inhibitor of GTP cyclohydrolase I, the rate limiting step for de novo pterin synthesis. In HUVEC cells, the IC50 for inhibition of BH4 biosynthesis is about 0.3 mM. DAHP can be used to effectively block NO production in several cell types.[Cayman Chemical]

Synthese

A solution of sodium ethoxide is prepared from 23 g. (1 g. atom) of sodium and 250 ml of anhydrous ethanol in a 1-l round-bottomed flask fitted with a reflux condenser carrying a calcium chloride drying tube. After the sodium has dissolved, the solution is cooled and 113 g. (1 mole) of ethyl cyanoacetate is added. This mixture is allowed to stand while a second solution of sodium ethoxide of the same volume and concentration is prepared. To this solution is added 97 g. (1.02 moles) of guanidine hydrochloride. The sodium chloride is separated by filtration, and the clear filtrate containing guanidine is added to the solution of ethyl sodiocyanoacetate. This mixture is heated for 2 hours under reflux and is then evaporated to dryness at atmospheric pressure. The solid product is dissolved in 325 ml. of boiling water and acidified with 67 ml. of glacial acetic acid. Upon cooling of the solution, 101–103 g. (80–82%) of yellow needles separates; m.p. 260–270° (dec.) 2,4-Diamino-6-hydroxypyrimidine synthesis route

l?uterung methode

2,4-Diamino-6-hydroxypyrimidine recrystallises from H2O. [Beilstein 25 III/IV 3642.]

2,6-Diamino-1H-pyrimidin-4-on Upstream-Materialien And Downstream Produkte

Upstream-Materialien

Downstream Produkte


2,6-Diamino-1H-pyrimidin-4-on Anbieter Lieferant Produzent Hersteller Vertrieb H?ndler.

Global( 582)Lieferanten
Firmenname Telefon E-Mail Land Produktkatalog Edge Rate
Anhui Ruihan Technology Co., Ltd
+8617756083858
daisy@anhuiruihan.com China 973 58
Capot Chemical Co.,Ltd.
+86-(0)57185586718 +86-13336195806
sales@capot.com China 29640 60
Beijing Cooperate Pharmaceutical Co.,Ltd
010-60279497
sales01@cooperate-pharm.com CHINA 1803 55
Henan Tianfu Chemical Co.,Ltd.
+86-0371-55170693 +86-19937530512
info@tianfuchem.com China 21587 55
career henan chemical co
+86-0371-86658258 +8613203830695
sales@coreychem.com China 29815 58
NINGBO INNO PHARMCHEM CO., LTD.
13867897135
sales@nbinno.com CHINA 923 58
Shenzhen Nexconn Pharmatechs Ltd
+86-755-89396905 +86-15013857715
admin@nexconn.com China 10403 58
Shandong chuangyingchemical Co., Ltd.
18853181302
sale@chuangyingchem.com CHINA 5906 58
Standardpharm Co. Ltd.
86-714-3992388
overseasales1@yongstandards.com United States 14332 58
Alchem Pharmtech,Inc.
8485655694
sales@alchempharmtech.com United States 63687 58

56-06-4(2,6-Diamino-1H-pyrimidin-4-on)Verwandte Suche:


  • 2,4-Diamino-6-hydroxypyrimidine,96%
  • TIMTEC-BB SBB004252
  • 2,4-DIAMINOPYRIMIDIN-6-OL
  • 2,4-DIAMINO-6-HYDROXYPYRIMIDINE
  • 2,4-DIAMINO-6-PYRIMIDINOL
  • 2,4-DIAMINO-6(1H)-PYRIMIDINONE
  • 2,6-DIAMINO-4-PYRIMIDINONE
  • 2,6-DIAMINO-4(1H)-PYRIMIDINONE
  • AURORA KA-376
  • AKOS MSC-0109
  • 2,6-Diamino-4-Hydroxyprimidine
  • 2-4-DIAMINO6HYDROXY PYRIMID
  • 2,4- two-6- aMinohydroxy pyriMidine
  • 2,4-DiaMino-6-hydroxypyriMidine 96%
  • 2,4-DiaMino-6-hydroxypyriMidine, 97+%
  • InChI=1/C4H6N4O/c5-2-1-3(9)8-4(6)7-2/h1H,(H5,5,6,7,8,9
  • 2,4-Diamino-6-hydroxypyrimidiine
  • 4(1H)-Pyrimidinone, 2,6-diamino- (8CI,9CI)
  • 2,6-Diaminopyrimidin-4-one
  • 6-Aminoisocytosine
  • NSC 44914
  • NSC 680818
  • NSC 9302
  • 2,4-Diamino-6-hydroxy
  • 2,4-diaminohypoxanthine
  • 2,6-Diamino-1H-pyrimidin-4-on
  • 2,4-Diamino-6. -Hydroxypyimidine
  • 2,6-DIAMINO-3H-PYRIMIDIN-4-ONE
  • 4(1H)-Pyrimidinone, 2,6-diamino
  • 2,4-Diamino-6-hydroxypyrimidine, 2,6-Diamino-4-pyrimidinol, 2,6-Diamino-4-pyrimidinone
  • 2,4-Diamino-6-hydroxypyrimidine, 2,6-Diamino-4-pyrimidinol
  • 2,4-Diamino-6-pyrimidinone
  • 2,6-Diamino-3,4-dihydropyrimidine-4-one
  • 2,6-Diamino-4(3H)-pyrimidinone
  • 2,4-Diamino-6-hydroxypyrimidine,2,4-Diamino-6-hydroxypyrimidine, 2,6-Diamino-4-pyrimidinol, 2,6-Diamino-4-pyrimidinone
  • 4-DiaMino-6-hydroxypyriMidine
  • 2,4-DIAMINO-6-HYDROXYPYRIDIMIDINE
  • 6-Hydroxy-2,4-diaminopyrimidine
  • 2,4-Diamino-6-hydroxypyrimidine >
  • 2,4-Diamino-6-hydroxypyrimidine ISO 9001:2015 REACH
  • 2,4-Diamino-6-hydroxypyrimidine,56-06-4
  • NSC 18522
  • NSC18522
  • NSC-18522
  • 3-methylidene-1,5-benzodioxepine
  • Pemetrexed Impurity 16
  • DAHP
  • 2,6-diamino-1H-pyrimidin-4-one
  • 4(3H)-pyrimidinone, 2,6-diamino-
  • 2,6-Diaminopyrimidin-4(1H)-one
  • 1956-6-4
  • Minoxidil Impurity 19
  • 2,6-DIAMINO-4-PYRIMIDINOL
  • 2,6-DIAMINO-4-HYDROXYPYRIMIDINE
  • 2,4-Diamino-6-hydroxypyrimidine(98.60%)
  • 9-60-9
  • 2.4-Diamino-6-pyrimidone
  • 2,4-Diamino-6-pyrimidone in Acetonitrile:Methanol=8:2
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