CAS No.34408-14-5,8-CHLOROADENOSINE Suppliers

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Basic Information

Molecular Structure:
CAS No.:	34408-14-5
Name:	8-CHLOROADENOSINE
Article Data:	9

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

Synthetic route

: 58-61-7
adenosine

: 34408-14-5
8-chloroadenosine

Conditions

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%

: 3001-45-4
8-mercaptoadenosine

: 34408-14-5
8-chloroadenosine

Conditions

Conditions	Yield
With N-chloro-succinimide In methanol at 20℃; for 3h;	52%

: 4294-16-0
N6-Benzyladenosine

A: 34408-14-5
8-chloroadenosine

B: 1427459-38-8
6-benzylamino-8-chloro-9-(β-D-ribofuranosyl)purine

Conditions

Conditions	Yield
With N-chloro-succinimide In N,N-dimethyl-formamide at 45℃; for 18h;	A n/a B 20%

: N-chloro-succinamide

: 7732-18-5
water

: 58-61-7
adenosine

: 34408-14-5
8-chloroadenosine

Conditions

Conditions	Yield
With acetic acid In methanol; N,N-dimethyl-formamide	0.8 g (65%)

...Expand

: 2946-39-6
8-bromoadenosine

: 34408-14-5
8-chloroadenosine

Conditions

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

: 34408-14-5
8-chloroadenosine

: 74-89-5
methylamine

: 13389-13-4
8-Methylaminoadenosine

Conditions

Conditions	Yield
With triethylamine In N,N-dimethyl-formamide at 0 - 20℃; for 18.5h;	93%
With triethylamine at 20℃; for 20h;	93%

: 34408-14-5
8-chloroadenosine

: 108-24-7
acetic anhydride

: 64344-20-3
8-chloro-2',3',5'-tri-O-acetyladenosine

Conditions

Conditions	Yield
With pyridine for 16h; Ambient temperature;	88%

: 34408-14-5
8-chloroadenosine

: 67-64-1
acetone

: 2’,3’-O-isopropylidene-8-chloroadenosine

Conditions

Conditions	Yield
With perchloric acid at 20℃; for 0.5h;	79%

: 34408-14-5
8-chloroadenosine

: 701-99-5
Phenoxyacetyl chloride

: 508179-29-1
N6-phenoxyacetyl-8-chloroadenosine

Conditions

Conditions	Yield
With pyridine; 1,2,4-Triazole; chloro-trimethyl-silane In acetonitrile at 25 - 55℃; for 8h;	71%

: 926308-62-5
phenyl-1-yl-L-glycine benzyl ester phosphorochloridate

: 34408-14-5
8-chloroadenosine

: benzyl 2-(((((2R,3S,4R,5R)-5-(6-amino-8-chloro-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methoxy)(phenoxy)phosphoryl)amino)acetate

Conditions

Conditions	Yield
With tert-butylmagnesium chloride In tetrahydrofuran at 20℃;	28%

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Specification

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