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217735

5-Amino-4,6-dichloropyrimidine

Name: 5-Amino-4,6-dichloropyrimidine
Brand: ALDRICH

97%

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About This Item

Formula empirica (notazione di Hill):

C₄H₃Cl₂N₃

Numero CAS:

5413-85-4

Peso molecolare:

163.99

Beilstein:

126885

Numero CE:

226-503-7

Numero MDL:

MFCD00006108

Codice UNSPSC:

12352100

ID PubChem:

24853030

NACRES:

NA.22

Saggio

97%

Forma fisica

liquid

Punto di fusione

145-148 °C (lit.)

Solubilità

95% ethanol: soluble 50 mg/mL, clear to slightly hazy, colorless to faintly yellow

Temperatura di conservazione

2-8°C

Stringa SMILE

Nc1c(Cl)ncnc1Cl

InChI

1S/C4H3Cl2N3/c5-3-2(7)4(6)9-1-8-3/h1H,7H2
NIGDWBHWHVHOAD-UHFFFAOYSA-N

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Applicazioni

5-Amino-4,6-dichloropyrimidine was used in the synthesis of:

oxepane ring containing monocyclic, conformationally restricted bicyclic and spirocyclic nucleosides
conformationally locked bicyclo[2.2.1]heptane/oxa-bicyclo[3.2.1]octane nucleosides
N(7)-substituted purines
chiral derivatives of (+)-erythro-9-(2-hydroxy-3-nonyl)adenine
9-alkyl-6-substituted-purine analogs, potent anticonvulsant agents
pyrimido-oxazepines in a three-step process with microwave heating at 150°C

Pittogrammi

GHS07

Avvertenze

Warning

Indicazioni di pericolo

H315,H319,H335

Consigli di prudenza

P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338

Classi di pericolo

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Organi bersaglio

Respiratory system

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

dust mask type N95 (US), Eyeshields, Gloves

Certificati d'analisi (COA)

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Adenosine deaminase inhibitors. Synthesis and biological evaluation of C1' and nor-C1' derivatives of (+)-erythro-9-(2(S)-hydroxy-3(R)-nonyl)adenine.

G C Harriman et al.

Journal of medicinal chemistry, 35(22), 4180-4184 (1992-10-30)

The synthesis of various chiral derivatives of (+)-erythro-9-(2-hydroxy-3-nonyl)adenine, (+)-EHNA, from (2S,3R)-3-amino-1,2-O-isopropylidene-1,2-nonanediol by condensation with 5-amino-4,6-dichloropyrimidine is described. The compounds synthesized were C1'- and nor-C1'-(+)-EHNA derivatives. When tested with calf spleen ADA, C1'-OH- and nor-C1'-(+)-EHNA had comparable inhibitory activity that was

An efficient and regiospecific strategy to N7-substituted purines and its application to a library of trisubstituted purines.

Jinglin Liu et al.

Journal of combinatorial chemistry, 8(3), 410-416 (2006-05-09)

A regiospecific strategy for the preparation of N(7)-substituted purines in an efficient manner was devised. This approach to 6,7,8-trisubstituted purines relies on the cyclization reactions of suitably substituted pyrimidines (1) with either a carboxylic acid or an aldehyde. The method

6-(Alkylamino)-9-benzyl-9H-purines. A new class of anticonvulsant agents.

J L Kelley et al.

Journal of medicinal chemistry, 31(3), 606-612 (1988-03-01)

Several 9-alkyl-6-substituted-purines were synthesized and tested for anticonvulsant activity against maximal electroshock-induced seizures (MES) in rats. Most compounds were prepared in three steps from 5-amino-4,6-dichloropyrimidine or in two steps via alkylation of 6-chloropurine. Potent anticonvulsant activity against MES resided in

Tetrahedron Letters, 48, 1489-1489 (2007)

Sequential ring-closing metathesis and nitrone cycloaddition on glucose-derived substrates: a divergent approach to analogues of spiroannulated carbanucleosides and conformationally locked nucleosides.

Sk Sahabuddin et al.

The Journal of organic chemistry, 71(16), 5980-5992 (2006-07-29)

The carbohydrate-derived substrate 3-C-allyl-1,2:5,6-di-O-isopropylidene-alpha-D-allofuranose was judiciously manipulated for preparing suitable synthons, which could be converted to a variety of isoxazolidino-spirocycles and -tricycles through the application of ring-closing metathesis (RCM) and intramolecular nitrone cycloaddition (INC) reactions. Cleavage of the isoxazolidine rings

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