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CAS No.: | 34408-14-5 |
---|---|
Name: | 8-CHLOROADENOSINE |
Article Data: | 9 |
Molecular Structure: | |
Formula: | C10H12ClN5O4 |
Molecular Weight: | 301.689 |
Synonyms: | 8-Chloroadenosine; |
Density: | 2.19 g/cm3 |
Boiling Point: | 707.4 °C at 760 mmHg |
Flash Point: | 381.6 °C |
PSA: | 139.54000 |
LogP: | -0.74540 |
adenosine
8-chloroadenosine
Conditions | Yield |
---|---|
With N-chloro-succinimide; acetic acid In N,N-dimethyl-formamide at 20℃; for 48h; Concentration; Reagent/catalyst; | 52% |
With hydrogenchloride; 3-chloro-benzenecarboperoxoic acid In N,N-dimethyl acetamide for 3.5h; Ambient temperature; | 50% |
With hydrogenchloride; 3-chloro-benzenecarboperoxoic acid In N,N-dimethyl acetamide at 0 - 25℃; for 2.5h; | 39% |
8-mercaptoadenosine
8-chloroadenosine
Conditions | Yield |
---|---|
With N-chloro-succinimide In methanol at 20℃; for 3h; | 52% |
N6-Benzyladenosine
A
8-chloroadenosine
B
6-benzylamino-8-chloro-9-(β-D-ribofuranosyl)purine
Conditions | Yield |
---|---|
With N-chloro-succinimide In N,N-dimethyl-formamide at 45℃; for 18h; | A n/a B 20% |
Conditions | Yield |
---|---|
With acetic acid In methanol; N,N-dimethyl-formamide | 0.8 g (65%) |
8-bromoadenosine
8-chloroadenosine
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: thiourea / ethanol / 1 h / Reflux 2: N-chloro-succinimide / methanol / 3 h / 20 °C View Scheme |
Conditions | Yield |
---|---|
With triethylamine In N,N-dimethyl-formamide at 0 - 20℃; for 18.5h; | 93% |
With triethylamine at 20℃; for 20h; | 93% |
8-chloroadenosine
acetic anhydride
8-chloro-2',3',5'-tri-O-acetyladenosine
Conditions | Yield |
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With pyridine for 16h; Ambient temperature; | 88% |
Conditions | Yield |
---|---|
With perchloric acid at 20℃; for 0.5h; | 79% |
8-chloroadenosine
Phenoxyacetyl chloride
N6-phenoxyacetyl-8-chloroadenosine
Conditions | Yield |
---|---|
With pyridine; 1,2,4-Triazole; chloro-trimethyl-silane In acetonitrile at 25 - 55℃; for 8h; | 71% |
phenyl-1-yl-L-glycine benzyl ester phosphorochloridate
8-chloroadenosine
Conditions | Yield |
---|---|
With tert-butylmagnesium chloride In tetrahydrofuran at 20℃; | 28% |
The Adenosine, 8-chloro-, with the CAS registry number of 34408-14-5, is also known as 8-Chloroadenosine. This chemical's molecular formula is C10H12ClN5O4 and molecular weight is 301.69. What's more, its IUPAC name is 2-(6-Amino-8-chloropurin-9-yl)-5-(hydroxymethyl)oxolane-3, 4-diol. In addition, it must be stored in airtight containers and placed in a dry, cool place.
Physical properties about Adenosine, 8-chloro- are: (1)ACD/LogP: -0.46; (2)# of Rule of 5 Violations: 1; (3)ACD/BCF (pH 5.5): 1; (4)ACD/BCF (pH 7.4): 1; (5)ACD/KOC (pH 5.5): 13.31; (6)ACD/KOC (pH 7.4): 13.33; (7)#H bond acceptors: 9; (8)#H bond donors: 5; (9)#Freely Rotating Bonds: 5; (10)Polar Surface Area: 83.76 Å2; (11)Index of Refraction: 1.912; (12)Molar Refractivity: 64.55 cm3; (13)Molar Volume: 137.4 cm3; (14)Surface Tension: 106.5 dyne/cm; (15)Density: 2.19 g/cm3; (16)Flash Point: 381.6 °C; (17)Enthalpy of Vaporization: 108.65 kJ/mol; (18)Boiling Point: 707.4 °C at 760 mmHg; (19)Vapour Pressure: 5.28E-21 mmHg at 25 °C.
Preparation: this chemical is prepared by Adenosine at ambient temperature. This reaction needs reagents HCl and m-Chloroperbenzoic acid. Meanwhile, it needs solvent N, N-Dimethyl-acetamide. The reaction time is 3.5 hours. The yield is about 50 %.
Uses: it is used to produce other chemicals. For example, it is used to produce N6-phenoxyacetyl-8-chloroadenosine. This reaction needs reagents Pyridine; Chlorotrimethylsilane; 1, 2, 4-Triazole. Meanwhile, it needs solvent Acetonitrile. The reaction time is 8 hours with reaction temperature of 25-55 °C. The yield is about 71 %.
You can still convert the following datas into molecular structure:
(1) SMILES: Clc2nc1c(ncnc1n2[C@@H]3O[C@@H]([C@@H](O)[C@H]3O)CO)N
(2) InChI: InChI=1/C10H12ClN5O4/c11-10-15-4-7(12)13-2-14-8(4)16(10)9-6(19)5(18)3(1-17)20-9/h2-3,5-6,9,17-19H,1H2,(H2,12,13,14)/t3-,5-,6-,9-/m1/s1
(3) InChIKey: MHDPPLULTMGBSI-UUOKFMHZBR