CAS No.85-31-4,6-THIOGUANOSINE Suppliers,MSDS download

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Basic Information

Molecular Structure:
CAS No.:	85-31-4
Name:	6-THIOGUANOSINE
Article Data:	10

Formula:	C10H13 N5 O4 S
Molecular Weight:	299.31
Synonyms:	6H-Purine-6-thione,2-amino-1,9-dihydro-9-b-D-ribofuranosyl- (8CI); 9H-Purine-6(1H)-thione, 2-amino-9-b-D-ribofuranosyl- (6CI,7CI);2-Amino-6-mercaptopurine ribonucleoside; 2-Amino-6-mercaptopurine riboside;2-Amino-9-(b-D-ribofuranosyl)purine-6-thiol;2-Amino-9-b-D-ribofuranosyl-9H-purine-6-thiol;2-Amino-9-b-D-ribofuranosylpurine-6-thione;6-Mercaptoguanine riboside; 6-Mercaptoguanosine; 6-Thioguanine ribonucleoside;6-Thioguanine riboside; 6-Thioguanosine; 9-b-D-Ribofuranosylthioguanine; NSC-29422; Thioguanosine
EINECS:	201-597-2
Density:	2.18 g/cm³
Melting Point:	230-231°C
Boiling Point:	756.9 °C at 760 mmHg
Flash Point:	411.6 °C
Solubility:	Soluble in Ammonium Hydroxide and water
Appearance:	Yellow-Green Powder
Safety:	Poison by intraperitoneal route. When heated to decomposition it emits very toxic fumes of NO_x and SO_x. See also MERCAPTANS.
PSA:	174.53000
LogP:	-0.73620

Synthetic route

: 88010-92-8
O2',O3',O5'-tribenzoyl-6-thio-guanosine

: 85-31-4
6-thioguanosine

Conditions

Conditions	Yield
With sodium ethanolate

: 118-00-3
G

: 85-31-4
6-thioguanosine

Conditions

Conditions	Yield
With pyridine; sodium hydrogensulfide; trifluoroacetic anhydride 1) 40 min, ice-bath, 2) DMF, 24 h; Multistep reaction;

: 66048-53-1
2',3',5'-tri-O-benzoylguanosine

: 85-31-4
6-thioguanosine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: aqueous pyridine; P2S5 2: ethanolic sodium ethylate View Scheme

: 70-34-8
2,4-Dinitrofluorobenzene

: 85-31-4
6-thioguanosine

: 74418-21-6
(2R,3R,4S,5R)-2-[2-Amino-6-(2,4-dinitro-phenylsulfanyl)-purin-9-yl]-5-hydroxymethyl-tetrahydro-furan-3,4-diol

Conditions

Conditions	Yield
With triethylamine	80%
With triethylamine

: 85-31-4
6-thioguanosine

: 123002-38-0
6-amino-1-β-D-ribofuranosylimidazo<4,5-c>pyridine-4-sulfenamide

Conditions

Conditions	Yield
With potassium hydroxide; chloroamine for 0.75h; from 0 deg C to RT;	74%
With potassium hydroxide; chloroamine at 0℃; for 1.5h;	73.7%

: 15715-58-9
triethylamine carbonate

: 85-31-4
6-thioguanosine

: 6-thioguanosine 5'-O-monophosphate triethylammonium salt

Conditions

Conditions	Yield
Stage #1: 6-thioguanosine With trimethyl phosphite; trichlorophosphate at 0℃; for 48h; Stage #2: triethylamine carbonate In water	68%

: cobalt(II) nitrate hexahydrate

: 85-31-4
6-thioguanosine

: [Co(6-thioGuo)3] sesquihydrate

Conditions

Conditions	Yield
In methanol; water at 86℃; for 3h;	48%

: cobalt(II) sulphate heptahydrate

: 85-31-4
6-thioguanosine

: [bis(6-thioguanosine-k2N,S)(6-thioguanosinato-k2N,S)cobalt(III)] sulphate trihydrate

Conditions

Conditions	Yield
With sodium hydroxide In water for 3h; pH=8; Reflux;	15%

: 85-31-4
6-thioguanosine

A: 154-42-7
thioguanine

B: 18646-11-2
α-D-ribofuranosyl-1-phosphate

Conditions

Conditions	Yield
With E. coli purine nucleoside phosphorylase Enzyme kinetics; Substitution;

: 85-31-4
6-thioguanosine

: 623164-06-7
N2-phenoxyacetyl-S6-(2,4-dinitrophenyl)-6-thioguanosine

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: 80 percent / triethylamine 2: NH3 / H2O View Scheme
Multi-step reaction with 4 steps 1: Et3N 2: pyridine 3: pyridine 4: aq. NH3 View Scheme

Downstream Products

4546-54-7

Total:50 Page 1 of 2 1 2 Next>>

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Chemistry

Molecular Formula: C₁₀H₁₃N₅O₄S
Molar mass: 299.31 g/mol
EINECS: 201-597-2
Density: 2.18 g/cm³
Flash Point: 411.6 °C
Index of Refraction: 1.975
Boiling Point: 756.9 °C at 760 mmHg
Vapour Pressure: 4.44E-24 mmHg at 25°C
Melting point: 230-231°C
Appearance: Tan powder
Product categories of 6-Thioguanosine (85-31-4): Nucleotides and Nucleosides;Sulfur & Selenium Compounds;Bases & Related Reagents;Nucleotides
Structure of 6-Thioguanosine (85-31-4):

XLogP3-AA: -1.2
H-Bond Donor: 5
H-Bond Acceptor: 7
Systematic Name: 2-Amino-9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]-3H-purine-6-thione
SMILES: S=C3/N=C(/N)Nc1c3ncn1[C@@H]2O[C@@H]([C@@H](O)[C@H]2O)CO
InChI: InChI=1/C10H13N5O4S/c11-10-13-7-4(8(20)14-10)12-2-15(7)9-6(18)5(17)3(1-16)19-9/h2-3,5-6,9,16-18H,1H2,(H3,11,13,14,20)/t3-,5-,6-,9-/m1/s1
InChIKey: OTDJAMXESTUWLO-UUOKFMHZBV
Std. InChI: InChI=1S/C10H13N5O4S/c11-10-13-7-4(8(20)14-10)12-2-15(7)9-6(18)5(17)3(1-16)19-9/h2-3,5-6,9,16-18H,1H2,(H3,11,13,14,20)/t3-,5-,6-,9-/m1/s1
Std. InChIKey: OTDJAMXESTUWLO-UUOKFMHZSA-N

Toxicity Data With Reference

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Source
mouse	LD10	unreported	1700mg/kg (1700mg/kg)	Progress in Medical Chemistry. Vol. 7, Pg. 69, 1970.
mouse	LD50	intraperitoneal	156mg/kg (156mg/kg)	National Cancer Institute Screening Program Data Summary, Developmental Therapeutics Program. Vol. JAN1986,
rat	LD50	intraperitoneal	200mg/kg (200mg/kg)	Advances in Teratology. Vol. 3, Pg. 181, 1968.

Safety Profile

Poison by intraperitoneal route. When heated to decomposition it emits very toxic fumes of NO_x and SO_x. See also MERCAPTANS.

Specification

6-Thioguanosine (85-31-4) also can be called 2-Amino-6-mercapto-9-b-D-ribofuranosylpurinee ; 6H-Purine-6-thione, 2-amino-1,9-dihydro-9-.beta.-D-ribofuranosyl- ; 2-Amino-9-(.beta.-D-ribofuranosyl)purine-6-thiol ; 9H-Purine-6-thiol, 2-amino-9-.beta.-D-ribofuranosyl- ; 2-Amino-6-mercapto-9-(.beta.-D-ribofuranosyl)purine ; and ; 6-Mercaptoguanosine .