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CAS No.: | 146-77-0 |
---|---|
Name: | 6-Amino-2-chloropurine riboside |
Article Data: | 37 |
Molecular Structure: | |
Formula: | C10H12ClN5O4 |
Molecular Weight: | 301.689 |
Synonyms: | Cl-Ado;6-Amino-2-chloropurine riboside;(2R,3R,4R,5R)-2-(6-amino-2-chloro-purin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol;4-26-00-03725 (Beilstein Handbook Reference);2-(6-amino-2-chloro-purin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol;Antibiotic AT 265B;Adenosine,2-chloro-;2-Chloroadenosinehemihydrate; |
EINECS: | 205-678-3 |
Density: | 2.19 g/cm3 |
Melting Point: | 162 °C |
Boiling Point: | 591.8 °C at 760 mmHg |
Flash Point: | 311.7 °C |
Solubility: | 10 mg/mL in water |
Appearance: | white to off-white crystalline solid |
Safety: | 24/25 |
PSA: | 139.54000 |
LogP: | -0.74540 |
2',3',5'-tri-O-acetyl-2-chloroadenosine
2-Chloroadenosine
Conditions | Yield |
---|---|
With methanol; sodium methylate for 1h; Reflux; | 96% |
Conditions | Yield |
---|---|
With hydrogenchloride; potassium dihydrogenphosphate; potassium hydroxide In water; dimethyl sulfoxide at 58 - 61℃; for 4h; pH=7.1-7.2; Enzymatic reaction; | 85% |
With potassium phosphate; Geobacillus thermoglucosidasius purine nucleoside phosphorylase; Thermus thermophilus pyrimidine nucleoside phosphorylase In water at 70℃; for 1h; pH=7; Enzymatic reaction; | |
With dipotassium hydrogenphosphate; purine nucleoside phosphorylase; pyrimidine nucleoside phosphorylase; glycine In aq. buffer at 60℃; pH=9; Equilibrium constant; Enzymatic reaction; |
(2R,3R,4R,5R)-4-(acetyloxy)-2-[(acetyloxy)methyl]-5-(2,6-dichloro-9H-purin-9-yl)tetrahydro-3-furanyl acetate
2-Chloroadenosine
Conditions | Yield |
---|---|
With ethanol; ammonia at 20℃; | 75% |
With ammonia In ethanol at 100℃; for 24h; | 73% |
With ammonium hydroxide In tetrahydrofuran for 72h; Ambient temperature; Yield given; |
2-chloro-2′,3′,5′-tri-O-(t-butyldimethylsilyl)adenosine
2-Chloroadenosine
Conditions | Yield |
---|---|
With potassium fluoride In methanol at 80℃; for 24h; | 74% |
Conditions | Yield |
---|---|
With hydrogenchloride; potassium dihydrogenphosphate; potassium hydroxide In water; dimethyl sulfoxide at 58 - 61℃; for 4h; pH=7.1-7.2; Enzymatic reaction; | 70% |
With Trypanosoma brucei purine nucleoside 2'-deoxyribosyltransferase, Y5F mutant In aq. phosphate buffer at 50℃; for 0.5h; pH=6.5; Enzymatic reaction; |
6-amino-2-chloro-9-(2',3',5'-tri-O-benzoyl-β-D-ribofuranosyl)-9H-purine
2-Chloroadenosine
Conditions | Yield |
---|---|
With sodium methylate In methanol at 20℃; for 7h; | 67% |
2-chloro-6-methoxy-purine riboside
2-Chloroadenosine
Conditions | Yield |
---|---|
With methanol; ammonia |
2,8-dichloro-adenosine
2-Chloroadenosine
Conditions | Yield |
---|---|
With sodium hydroxide; Pd-BaSO4 Hydrogenation; |
2-Chloroadenosine
Conditions | Yield |
---|---|
With methanol; ammonia |
2,3,5-tri-O-acetyl-α-D-ribofuranosyl chloride
2-Chloroadenosine
Conditions | Yield |
---|---|
With xylene und Behandeln des Reaktionsprodukts mit methanol.NH3; |
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The 2-Chloroadenosine, with the CAS registry number 146-77-0 and EINECS registry number 205-678-3, has the systematic name of 1,2,3,5-tetra-O-acetyl-β-L-ribofuranose. It is a kind of white to off-white crystalline solid, and belongs to the following product categories: Miscellaneous Biochemicals; 13C & 2H Sugars; Biochemistry; Nucleosides and their analogs; Nucleosides, Nucleotides & Related Reagents; Bases & Related Reagents; Carbohydrates & Derivatives; Heterocycles; Nucleotides; Adenosine receptor; Adenosine. And the molecular formula of the chemical is C10H12ClN5O4. Besides, it is always used as selective A1-adenosine receptor agonist which can induce apoptosis.
The physical properties of 2-Chloroadenosine are as followings: (1)ACD/LogP: -0.46; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): -0.46; (4)ACD/LogD (pH 7.4): -0.46; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 13.4; (8)ACD/KOC (pH 7.4): 13.4; (9)#H bond acceptors: 9; (10)#H bond donors: 5; (11)#Freely Rotating Bonds: 5; (12)Polar Surface Area: 83.76 Å2; (13)Index of Refraction: 1.912; (14)Molar Refractivity: 64.55 cm3; (15)Molar Volume: 137.4 cm3; (16)Polarizability: 25.59×10-24cm3; (17)Surface Tension: 106.5 dyne/cm; (18)Density: 2.19 g/cm3; (19)Flash Point: 311.7 °C; (20)Enthalpy of Vaporization: 92.84 kJ/mol; (21)Boiling Point: 591.8 °C at 760 mmHg; (22)Vapour Pressure: 7.47E-15 mmHg at 25°C.
You can still convert the following datas into molecular structure:
(1)SMILES: Clc1nc(c2ncn(c2n1)[C@@H]3O[C@@H]([C@@H](O)[C@H]3O)CO)N
(2)InChI: InChI=1/C10H12ClN5O4/c11-10-14-7(12)4-8(15-10)16(2-13-4)9-6(19)5(18)3(1-17)20-9/h2-3,5-6,9,17-19H,1H2,(H2,12,14,15)/t3-,5-,6-,9-/m1/s1
(3)InChIKey: BIXYYZIIJIXVFW-UUOKFMHZBQ