[ CAS No. 4291-63-8 ] {[proInfo.proName]}

Name: 4291-63-8|(2R,3S,5R)-5-(6-Amino-2-chloro-9H-purin-9-yl)-2-(hydroxymethyl)tetrahydrofuran-3-ol|98%
Brand: Ambeed
SKU: A410468
Price: 8.0 USD
Availability: InStock
Rating: 93 (29 reviews)

,{[proInfo.pro_purity]}

Cat. No.: {[proInfo.prAm]}

HazMat Fee +

There will be a HazMat fee per item when shipping a dangerous goods. The HazMat fee will be charged to your UPS/DHL/FedEx collect account or added to the invoice unless the package is shipped via Ground service. Ship by air in Excepted Quantity (each bottle), which is up to 1g/1mL for class 6.1 packing group I or II, and up to 25g/25ml for all other HazMat items.

Type	HazMat fee for 500 gram (Estimated)
Excepted Quantity	USD 0.00
Limited Quantity	USD 15-60
Inaccessible (Haz class 6.1), Domestic	USD 80+
Inaccessible (Haz class 6.1), International	USD 150+
Accessible (Haz class 3, 4, 5 or 8), Domestic	USD 100+
Accessible (Haz class 3, 4, 5 or 8), International	USD 200+

2D 3D

Structure of 4291-63-8 * Storage: {[proInfo.prStorage]}

Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Search after Editing

* Storage: {[proInfo.prStorage]}

For Research Only 110K+ Compounds Competitive Price 1-2 Day Shipping

Quality Control of [ 4291-63-8 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 4291-63-8 ]

SDS Specification

Alternatived Products of [ 4291-63-8 ]

Product Details of [ 4291-63-8 ]

CAS No. :	4291-63-8	MDL No. :
Formula :	C₁₀H₁₂ClN₅O₃	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	PTOAARAWEBMLNO-KVQBGUIXSA-N
M.W :	285.69	Pubchem ID :	20279
Synonyms :	2-Chloro-2′-deoxyadenosine;CldAdo;* 2chlorodeoxyadenosine.;2CdA. Code name: RWJ26251. Chemical structure names: * 2chloro2deoxyadenosine;Leustatine. Abbreviations: 2CDA;Cladribina. US brand name: Leustatin. Foreign brand names: Leustat;NSC 105014;Jk 6251;2-Chlorodeoxyadenosine;RWJ 26251;2CdA

Calculated chemistry of [ 4291-63-8 ]

Physicochemical Properties

Num. heavy atoms :	19
Num. arom. heavy atoms :	9
Fraction Csp3 :	0.5
Num. rotatable bonds :	2
Num. H-bond acceptors :	6.0
Num. H-bond donors :	3.0
Molar Refractivity :	66.52
TPSA :	119.31 Å²

Pharmacokinetics

GI absorption :	High
BBB permeant :	No
P-gp substrate :	No
CYP1A2 inhibitor :	No
CYP2C19 inhibitor :	No
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-8.03 cm/s

Lipophilicity

Log Po/w (iLOGP) :	1.15
Log Po/w (XLOGP3) :	0.02
Log Po/w (WLOGP) :	-0.61
Log Po/w (MLOGP) :	-1.79
Log Po/w (SILICOS-IT) :	-0.84
Consensus Log Po/w :	-0.41

Druglikeness

Lipinski :	0.0
Ghose :	None
Veber :	0.0
Egan :	0.0
Muegge :	0.0
Bioavailability Score :	0.55

Water Solubility

Log S (ESOL) :	-1.84
Solubility :	4.11 mg/ml ; 0.0144 mol/l
Class :	Very soluble
Log S (Ali) :	-2.08
Solubility :	2.39 mg/ml ; 0.00837 mol/l
Class :	Soluble
Log S (SILICOS-IT) :	-1.01
Solubility :	28.2 mg/ml ; 0.0986 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	0.0 alert
Leadlikeness :	0.0
Synthetic accessibility :	3.65

Safety of [ 4291-63-8 ]

Signal Word:	Danger	Class:	6.1
Precautionary Statements:	P201-P202-P260-P264-P270-P280-P301+P310+P330-P308+P313-P405-P501	UN#:	2811
Hazard Statements:	H301-H341-H361-H372	Packing Group:	Ⅲ
GHS Pictogram:

Application In Synthesis of [ 4291-63-8 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

Upstream synthesis route of [ 4291-63-8 ]
Downstream synthetic route of [ 4291-63-8 ]

[ 4291-63-8 ] Synthesis Path-Upstream 1~2

1
[ 4291-63-8 ]
[ 1839-18-5 ]

Reference： [1] Nucleosides and Nucleotides, 1999, vol. 18, # 4-5, p. 1073 - 1074

2
[ 4291-63-8 ]
[ 17039-17-7 ]
[ 1839-18-5 ]

Reference： [1] Nucleosides and Nucleotides, 1999, vol. 18, # 4-5, p. 745 - 757

[ 4291-63-8 ] Synthesis Path-Downstream 1~88

1
[ 5036-48-6 ]
[ 4291-63-8 ]
[ 136834-45-2 ]

Reference： [1]Tetrahedron Letters,1994,vol. 35,p. 215 - 218

2
[ 38925-80-3 ]
[ 4291-63-8 ]

Reference： [1]Angewandte Chemie - International Edition,2016,vol. 55,p. 15856 - 15859
Angew. Chem.,2016,vol. 128,p. 16088 - 16091,4
[2]Journal of the American Chemical Society,1984,vol. 106,p. 6379 - 6382

3
[ 108-24-7 ]
[ 4291-63-8 ]
[ 146196-13-6 ]

Reference： [1]Helvetica Chimica Acta,1992,vol. 75,p. 2289 - 2297
[2]Journal of Medicinal Chemistry,1999,vol. 42,p. 1625 - 1638

4
[ 124-41-4 ]
[ 4291-63-8 ]
[ 24757-70-8 ]

Reference： [1]Journal of Pharmaceutical Sciences,1994,vol. 83,p. 525 - 531

5
[ 4291-63-8 ]
[ 58479-61-1 ]
[ 156834-09-2 ]

Reference： [1]Helvetica Chimica Acta,1994,vol. 77,p. 622 - 630

6
[ 4291-63-8 ]
[ 1188-33-6 ]
[ 146196-18-1 ]

Reference： [1]Helvetica Chimica Acta,1992,vol. 75,p. 2298 - 2306

7
[ 4291-63-8 ]
[ 106449-56-3 ]

Reference： [1]Helvetica Chimica Acta,1991,vol. 74,p. 1742 - 1748
[2]Nucleosides and Nucleotides,1995,vol. 14,p. 947 - 950

8
[ 951-78-0 ]
2-chloro-N⁶-dimethylaminomethyleneadenine [ No CAS ]
[ 4291-63-8 ]

Reference： [1]Collection of Czechoslovak Chemical Communications,1994,vol. 59,p. 2303 - 2330

9
[ 914084-44-9 ]
[ 4291-63-8 ]

Reference： [1]Journal of Organic Chemistry,2006,vol. 71,p. 7773 - 7779

10
3-benzyl-1-{2-chloro-9-[2-deoxy-3,5-di-O-(p-toluoyl)-β-D-erythro-pentofuranosyl]-purin-6-yl}-2-propylimidazolium iodide [ No CAS ]
[ 4291-63-8 ]

Yield	Reaction Conditions	Operation in experiment
59%	With ammonia; In methanol; at 60℃;	Preparation of 6-amino-2-chloiO-9-(2-deoxy-beta-D-eryf/?rc>- pentofuranosyPpurine (2-chloro-2'-deoxyadenosine') f cladribine).Treatment of 3-benzyl-l-{2-chloro-9-[2-deoxy-3,5-di-6>-0-toluoyl)-beta-D- e/>tf/m>pentofuranosyl]purin~6-yl}-2-prorhoylimidazolium iodide (0.83 g, crude) with NH3MeOH (26%, 50 mL) at 60 C followed by ion exchange chromatography (Dowex 1 x 2 [OHT], H2OZMeOH) by method 3 gave cladribine (0.31 g, quantitative). Recrystallization from EtOH gave a white solid (0.153 g, 54%), and the residue from the mother liquor was recrystallized from H2O to give a second crop (0.015 g, 59% total): mp > 300 C; UV (MeOH) max 212, 265 nm (epsilon 24 000, 14 600), min 229 nm (epsilon 2000); 1H NMR (500 MHz, DMSO-J6) delta 8.36 (s, IH), 7.83 (br, 2H), 6.26 (t, J= 6.7 Hz, IH), 5.32 (d, J- 4.3 Hz, IH), 4.97 (t, J= 5.5 Hz, IH), 4.38 (S, IH), 3.85 (s, IH), 3.57-3.61 (m, IH), 3.48-3.53 (m, IH), 2.62-2.67 (m, IH), 2.25-2.29 (m, IH); 13C NMR (125 MHz, DMSO-J6) delta 157.5, 153.6, 150.8, 140.5, 118.8, 88.6, 84.2, 71.4, 62.3, 38.0; HRMS m/z 285.0615 (M+ [C10H12ClN5O3] = 285.0629). Anal. Calcd for CI0HI2CIN5O3: C, 42.04; H, 4.23; N, 24.51. Found: C, 41.87; H, 4.50; N, 24.39.

Reference： [1]Journal of Organic Chemistry,2006,vol. 71,p. 7773 - 7779
[2]Patent: WO2006/138396,2006,A2 .Location in patent: Page/Page column 61

11
[ 914084-41-6 ]
[ 67-56-1 ]
[ 146196-07-8 ]
[ 4291-63-8 ]

Reference： [1]Journal of Organic Chemistry,2006,vol. 71,p. 7773 - 7779

12
2'-deoxyribose 1-phosphate diammonium salt [ No CAS ]
[ 1839-18-5 ]
[ 4291-63-8 ]

Reference： [1]Nucleosides, nucleotides and nucleic acids,2005,vol. 24,p. 1127 - 1130

13
[ 37390-66-2 ]
[ 4291-63-8 ]

Reference： [1]Nucleosides, nucleotides and nucleic acids,2005,vol. 24,p. 1127 - 1130

14
2'-deoxyribose 1-phosphate diammonium salt [ No CAS ]
[ 4291-63-8 ]

Reference： [1]Nucleosides, nucleotides and nucleic acids,2005,vol. 24,p. 1127 - 1130

15
[ 5451-40-1 ]
[ 4291-63-8 ]

Reference： [1]Nucleosides, nucleotides and nucleic acids,2005,vol. 24,p. 1127 - 1130
[2]European Journal of Organic Chemistry,2003,p. 3997 - 4002
[3]Collection of Czechoslovak Chemical Communications,1994,vol. 59,p. 2303 - 2330
[4]Journal of the American Chemical Society,1984,vol. 106,p. 6379 - 6382

16
bis(cyclohexylamine) 3',5'-O-bis(4-chlorobenzoyl)-2-deoxy-α-D-ribosyl-1-phosphate [ No CAS ]
[ 4291-63-8 ]

Reference： [1]Nucleosides, nucleotides and nucleic acids,2005,vol. 24,p. 1127 - 1130
[2]Nucleosides, nucleotides and nucleic acids,2005,vol. 24,p. 1127 - 1130

17
[ 891497-90-8 ]
[ 4291-63-8 ]

Reference： [1]Journal of Organic Chemistry,2006,vol. 71,p. 7773 - 7779
[2]Journal of Organic Chemistry,2006,vol. 71,p. 7773 - 7779

18
[ 891497-94-2 ]
[ 4291-63-8 ]

Reference： [1]Journal of Organic Chemistry,2006,vol. 71,p. 7773 - 7779

19
[ 914084-41-6 ]
[ 4291-63-8 ]

Reference： [1]Journal of Organic Chemistry,2006,vol. 71,p. 7773 - 7779

20
[ 4330-21-6 ]
[ 4291-63-8 ]

Reference： [1]Journal of Organic Chemistry,2006,vol. 71,p. 7773 - 7779
[2]Journal of Organic Chemistry,2006,vol. 71,p. 7773 - 7779
[3]Journal of the American Chemical Society,1984,vol. 106,p. 6379 - 6382

21
[ 4291-63-8 ]
2-chloro-2'-deoxyadenosine-5'-trisphosphate [ No CAS ]

Reference： [1]Biochemical Pharmacology,2004,vol. 67,p. 621 - 630

22
[ 6974-32-9 ]
thioether-bound (4-hydroxypyrimidine-2-yl)-Merrifield resin [ No CAS ]
[ 4291-63-8 ]

Reference： [1]European Journal of Organic Chemistry,2003,p. 3997 - 4002

23
[ 15373-23-6 ]
[ 4291-63-8 ]

Reference： [1]European Journal of Organic Chemistry,2003,p. 3997 - 4002

24
[ 146-77-0 ]
[ 4291-63-8 ]

Reference： [1]European Journal of Organic Chemistry,2003,p. 3997 - 4002
[2]Nucleosides, nucleotides and nucleic acids,2011,vol. 30,p. 353 - 359
[3]Advanced Synthesis and Catalysis,2020,vol. 362,p. 867 - 876

25
[ 4291-63-8 ]
[ 114849-58-0 ]

Reference： [1]European Journal of Organic Chemistry,2003,p. 3997 - 4002
[2]Helvetica Chimica Acta,1994,vol. 77,p. 622 - 630

26
[ 4291-63-8 ]
[ 157786-86-2 ]

Reference： [1]European Journal of Organic Chemistry,2003,p. 3997 - 4002

27
[ 4291-63-8 ]
2-azido-9-(2,3-dideoxy-β-D-glycero-pentofuranosyl)adenine [ No CAS ]

Reference： [1]European Journal of Organic Chemistry,2003,p. 3997 - 4002

28
[ 4291-63-8 ]
thiocarbonic acid O-[5-(6-amino-2-chloro-purin-9-yl)-2-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-3-yl] ester O-phenyl ester [ No CAS ]

Reference： [1]European Journal of Organic Chemistry,2003,p. 3997 - 4002

29
[ 111556-90-2 ]
[ 4291-63-8 ]

Reference： [1]European Journal of Organic Chemistry,2003,p. 3997 - 4002

30
[ 149681-75-4 ]
[ 4291-63-8 ]

Reference： [1]European Journal of Organic Chemistry,2003,p. 3997 - 4002

31
[ 59921-49-2 ]
[ 4291-63-8 ]

Reference： [1]Journal of Organic Chemistry,2003,vol. 68,p. 989 - 992
[2]Journal of Organic Chemistry,2003,vol. 68,p. 989 - 992
[3]Journal of Organic Chemistry,2003,vol. 68,p. 989 - 992

32
[ 119771-85-6 ]
[ 4291-63-8 ]

Reference： [1]Journal of Organic Chemistry,2003,vol. 68,p. 989 - 992

33
[ 69992-10-5 ]
[ 4291-63-8 ]

Reference： [1]Journal of Organic Chemistry,2003,vol. 68,p. 989 - 992
[2]Journal of Organic Chemistry,2003,vol. 68,p. 989 - 992

34
[ 69992-11-6 ]
[ 4291-63-8 ]

Reference： [1]Journal of Organic Chemistry,2003,vol. 68,p. 989 - 992

35
[ 500225-61-6 ]
[ 4291-63-8 ]

Reference： [1]Journal of Organic Chemistry,2003,vol. 68,p. 989 - 992

36
[ 500225-57-0 ]
[ 4291-63-8 ]

Reference： [1]Journal of Organic Chemistry,2003,vol. 68,p. 989 - 992

38
[ 4291-63-8 ]
[ 127472-51-9 ]