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Name Thioguanine deoxyriboside
EINECSN/A
CAS No. 789-61-7
Density2.02g/cm³
PSA154.30000
LogP0.29300
SolubilityN/A
Melting Point190-192 °C
FormulaC10H13 N5 O3 S
Boiling Point709.1°C at 760 mmHg
Molecular Weight283.311
Flash Point382.6°C
Transport InformationN/A
AppearanceN/A
SafetyQuestionable carcinogen with experimental carcinogenic data reported. When heated to decomposition it emits toxic vapors of NO_x and SO_x.
Risk CodesN/A
Molecular Structure
Hazard SymbolsQuestionable carcinogen.
SynonymsQuestionable carcinogen.
Article Data8

Thioguanine deoxyriboside Synthetic route

: 136112-93-1
Isobutyric acid (2R,3S,5R)-5-(2-isobutyrylamino-6-thioxo-1,6-dihydro-purin-9-yl)-2-isobutyryloxymethyl-tetrahydro-furan-3-yl ester

: 789-61-7
2-amino-9-(2-deoxy-β-D-erythro-pentofuranosyl)-6-mercapto-9H-purine

Conditions

Conditions	Yield
With sodium hydroxide In ethanol	100%

: 961-07-9
2'-Deoxyguanosine

: 789-61-7
2-amino-9-(2-deoxy-β-D-erythro-pentofuranosyl)-6-mercapto-9H-purine

Conditions

Conditions	Yield
With sodium hydrogensulfide; trifluoroacetic anhydride In pyridine; N,N-dimethyl-formamide	65%
With pyridine; sodium hydrogensulfide; trifluoroacetic anhydride 1) 40 min, ice-bath, 2) DMF, 24 h; Yield given. Multistep reaction;

: 35095-93-3
2-Amino-6-chloro-9-(2-deoxy-3,5-di-O-p-toluoyl-β-D-erythro-pentofuranosyl)purine

: 789-61-7
2-amino-9-(2-deoxy-β-D-erythro-pentofuranosyl)-6-mercapto-9H-purine

Conditions

Conditions	Yield
With hydrogen sulfide; sodium methylate 1) anhydr. MeOH, reflux, 2 h; 2) MeOH, reflux, 1 h; Yield given. Multistep reaction;

: 4330-21-6
2-deoxy-3,5-di-O-p-toluoyl-α-D-erythro-pentofuranosyl chloride

: 789-61-7
2-amino-9-(2-deoxy-β-D-erythro-pentofuranosyl)-6-mercapto-9H-purine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 51 percent / 1) sodium hydride (60percent in oil) / 1) acetonitrile, RT, 30 min; 2) acetonitrile, 20 h 2: 1) H2S/1M sodium methoxide; 2) 1M sodium methoxide / 1) anhydr. MeOH, reflux, 2 h; 2) MeOH, reflux, 1 h View Scheme

: 10310-21-1
2-Amino-6-chloropurin

: 789-61-7
2-amino-9-(2-deoxy-β-D-erythro-pentofuranosyl)-6-mercapto-9H-purine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 51 percent / 1) sodium hydride (60percent in oil) / 1) acetonitrile, RT, 30 min; 2) acetonitrile, 20 h 2: 1) H2S/1M sodium methoxide; 2) 1M sodium methoxide / 1) anhydr. MeOH, reflux, 2 h; 2) MeOH, reflux, 1 h View Scheme

: 82921-42-4
2'-deoxy-N2-isobutyrylguanosine 3',5'-diisobutyrate

: 789-61-7
2-amino-9-(2-deoxy-β-D-erythro-pentofuranosyl)-6-mercapto-9H-purine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 1. triethylamine, dimethylaminopyridine, mesitylenesulphonyl chloride, 2a. N-methyl pyrrolidine, 2b. thiolacetic acid / 1. CH2Cl2, RT, 2a. ice bath, 2b. 30 min 2: 100 percent / 2 M NaOH / ethanol View Scheme

: 789-61-7
2-amino-9-(2-deoxy-β-D-erythro-pentofuranosyl)-6-mercapto-9H-purine

: 124416-63-3
2-amino-9-(2-deoxy-β-D-erythro-pentofuranosyl)purine-6-sulfenamide

Conditions

Conditions	Yield
With potassium hydroxide; sodium hydroxide; sodium hypochlorite In water 0 deg C to RT;	86%

: 789-61-7
2-amino-9-(2-deoxy-β-D-erythro-pentofuranosyl)-6-mercapto-9H-purine

: 3616-24-8
2-amino-9-(β-D-2'-deoxyribofuranosyl)-purine

Conditions

Conditions	Yield
nickel In ethanol; water desulfuration; Heating;	77%
With nickel	75%
With nickel In water at 50℃; for 13h;	73%

: 789-61-7
2-amino-9-(2-deoxy-β-D-erythro-pentofuranosyl)-6-mercapto-9H-purine

: 121-44-8
triethylamine

: 2'-deoxy-6-thioguanosine-5'-triphosphate triethylammonium salt

Conditions

Conditions	Yield
Stage #1: 2-amino-9-(2-deoxy-β-D-erythro-pentofuranosyl)-6-mercapto-9H-purine With phosphorous acid trimethyl ester; trichlorophosphate at 0℃; for 3h; phosphorylation; Stage #2: triethylamine With tributyl-amine; bis(tri-n-butylammonium) pyrophosphate In N,N-dimethyl-formamide pH=7.0; phosphorylation;	38%

: 789-61-7
2-amino-9-(2-deoxy-β-D-erythro-pentofuranosyl)-6-mercapto-9H-purine

: cobalt(II) nitrate hexahydrate

: [Co(2'-deoxy-6-thioguanine)3](NO3)2 dihydrate

Conditions

Conditions	Yield
In methanol at 60℃; for 24h;	31%

Thioguanine deoxyriboside Chemical Properties

IUPAC Name: 2-Amino-9-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-3H-purine-6-thione
Molecular Formula: C₁₀H₁₃N₅O₃S
Molecular Weight: 283.34g/mol
Freely Rotating Bonds: 4
Polar Surface Area: 96.44 Å²
Index of Refraction: 1.93
Molar Refractivity: 66.43 cm³
Molar Volume: 139.5 cm³
Polarizability: 26.33 ×10^-24cm³
Surface Tension: 95.1 dyne/cm
Density: 2.02 g/cm³
Flash Point: 382.6 °C
Enthalpy of Vaporization: 108.88 kJ/mol
Boiling Point: 709.1 °C at 760 mmHg
Vapour Pressure: 4.22E-21 mmHg at 25°C
The Cas Register Number of Thioguanine deoxyriboside is 789-61-7 .The chemical synonyms of Thioguanine deoxyriboside (CAS No.789-61-7) are 2’-Deoxy-6-thio-guanosin ; 2’-Deoxythioguanosine ; 2-Amino-9-(2-deoxy-beta-d-erythro-pentofuranosyl)-9h-purine-6(1h)-thion ; Beta-2’-deoxythioguanosine ; Beta-thioguaninedeoxyriboside ; Nci-c01581 ; Tgdr ; 6-Thio-2'-deoxyguanosine .The molecular structure of Thioguanine deoxyriboside (CAS No.789-61-7) is.

Thioguanine deoxyriboside Consensus Reports

NCI Carcinogenesis Bioassay (ipr). clear evidence: rat, NCITR* National Cancer Institute Carcinogenesis Technical Report Series. (Bethesda, MD 20014) No. NCI-TR-57 ,1978. ; NCI Carcinogenesis Bioassay (ipr). inadequate studies:mouse, NCITR* National Cancer Institute Carcinogenesis Technical Report Series. (Bethesda, MD 20014) No. NCI-TR-57 ,1978.

Thioguanine deoxyriboside Safety Profile

Questionable carcinogen with experimental carcinogenic data reported. When heated to decomposition it emits toxic vapors of NO_x and SO_x.

Thioguanine deoxyriboside Specification

The extinguishing agent of Thioguanine deoxyriboside (CAS No.789-61-7) are dry powder, foam, sand, carbon dioxide, water mist.

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Product Name

Thioguanine deoxyriboside

Thioguanine deoxyriboside Synthetic route

Thioguanine deoxyriboside Chemical Properties

Thioguanine deoxyriboside Consensus Reports

Thioguanine deoxyriboside Safety Profile

Thioguanine deoxyriboside Specification

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