[ CAS No. 154-42-7 ]

Name: 154-42-7|2-Amino-3,7-dihydro-6H-purine-6-thione|98%
Brand: Ambeed
SKU: A393548
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{[proInfo.proName]} (Synonyms:Thioguanine; 6-TG; 2-Amino-6-Mercaptopurine; 2-Amino-6-Purinethiol) ,{[proInfo.pro_purity]}

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

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Quality Control of [ 154-42-7 ]

COA NMR CNMR HPLC LC-MS

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Product Details of [ 154-42-7 ]

CAS No. :	154-42-7	MDL No. :	MFCD00233553
Formula :	C₅H₅N₅S	Boiling Point :	665°C at 760 mmHg
Linear Structure Formula :	-	InChI Key :	N/A
M.W :	167.19 g/mol	Pubchem ID :	2723601
Synonyms :	1. 6-Thioguanine

Safety of [ 154-42-7 ]

Signal Word:	Danger	Class:	6.1
Precautionary Statements:	P501-P270-P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313-P301+P310+P330-P405	UN#:	2811
Hazard Statements:	H301-H315-H319	Packing Group:	Ⅲ
GHS Pictogram:

Application In Synthesis of [ 154-42-7 ]

Upstream synthesis route of [ 154-42-7 ]
Downstream synthetic route of [ 154-42-7 ]

[ 154-42-7 ] Synthesis Path-Upstream 1~3

1
[ 73-40-5 ]
[ 154-42-7 ]

Reference： [1] Patent: US2697709, 1952, ,
[2] Journal of the American Chemical Society, 1955, vol. 77, p. 1676
[3] Patent: US2884667, 1955, ,

2
[ 10310-21-1 ]
[ 154-42-7 ]

Reference： [1] Patent: US2697709, 1952, ,

3
[ 154-42-7 ]
[ 452-06-2 ]

Reference： [1] J. Gen. Chem. USSR (Engl. Transl.), 1982, vol. 52, # 5, p. 884 - 887[2] Zhurnal Obshchei Khimii, 1982, vol. 52, # 5, p. 1015 - 1019

[ 154-42-7 ] Synthesis Path-Downstream 1~24

1
[ 74-96-4 ]
[ 154-42-7 ]
[ 63071-69-2 ]

Reference： [1]Journal of the American Chemical Society,1959,vol. 81,p. 1898,1901

2
[ 154-42-7 ]
[ 77-78-1 ]
[ 1198-47-6 ]

Reference： [1]Journal of the American Chemical Society,1959,vol. 81,p. 1898,1901

3
[ 154-42-7 ]
[ 74-88-4 ]
[ 1198-47-6 ]

Reference： [1]Journal of the American Chemical Society,1959,vol. 81,p. 907

4
[ 154-42-7 ]
[ 10310-21-1 ]

Reference： [1]Patent: US2815346,1955,

5
<i>N</i>-(2,4-diamino-6-thioxo-1,6-dihydro-pyrimidin-5-yl)-formamide [ No CAS ]
[ 154-42-7 ]

Reference： [1]Journal of the American Chemical Society,1956,vol. 78,p. 2858,2862

6
[ 154-42-7 ]
[ 4897-25-0 ]
[ 5581-52-2 ]

Reference： [1]Chemistry of Heterocyclic Compounds,2000,vol. 36,p. 182 - 184

7
[ 154-42-7 ]
[ 585-29-5 ]
[ 97-55-2 ]
6-thioguanosine 5'-O-monophosphate triethylammonium salt [ No CAS ]

Reference： [1]Organic Letters,2007,vol. 9,p. 4179 - 4182

8
[ 154-42-7 ]
[ 452-06-2 ]

Reference： [1]Journal of general chemistry of the USSR,1982,vol. 52,p. 884 - 887
Zhurnal Obshchei Khimii,1982,vol. 52,p. 1015 - 1019

9
[ 3056-33-5 ]
[ 154-42-7 ]

Reference： [1]Pharmaceutical Chemistry Journal,1985,vol. 19,p. 136 - 138
Khimiko-Farmatsevticheskii Zhurnal,1985,vol. 19,p. 206 - 209

10
[ 154-42-7 ]
[ 5446-90-2 ]

Reference： [1]Journal of the American Chemical Society,1957,vol. 79,p. 2185,2188

11
[ 154-42-7 ]
[ 4014-90-8 ]

Reference： [1]Journal of the American Chemical Society,1959,vol. 81,p. 907

12
[ 154-42-7 ]
[ 59856-85-8 ]

Reference： [1]Journal of the American Chemical Society,1959,vol. 81,p. 907

13
[ 154-42-7 ]
[ 91347-76-1 ]

Reference： [1]Journal of the American Chemical Society,1959,vol. 81,p. 907

14
[ 154-42-7 ]
[ 4014-89-5 ]

Reference： [1]Journal of the American Chemical Society,1959,vol. 81,p. 907

Yield	Reaction Conditions	Operation in experiment
		A method according to claim 10wherein the antimetabolite is selected from the group consisting of: mitomicyn C; methotrexate; 6-mercaptopurine; thioguanine; 5-fluorouracil; cytosine arabinoside; 5-azacytidine; hydroxyurea;
		Condensation product of melamine and p-aminophenol ... 14. 2,6-Diaminopurine 15. 2,8-Diaminoacridine Glycarbylamide (1H-imidazole-4,5-dicarboxamide) Thiazolsulfone (Promizole, 5-[(4-aminophenyl)sulfonyl]-2-thiazolamine) 18. Thioguanine 19. 3,5-Diamino-1,2,4-triazole 20. Piperazine 21. Tryptamine ...
		wherein the agent is an antimetabolite selected from the group consisting of: mitomicyn C; methotrexate; 6-mercaptopurine; thioguanine; 5-fluorouracil; cytosine arabinoside; 5-azacytidine; hydroxyurea;

		..., and R3, independently of each other, are selected from -H, -OH, -NH2, and -SH, and the groups R4, R5 and R6 are selected, independently of each other from -H, -CH3, and -CH2CH3, with the following compounds preferred: ... guanine (R1=NH2, R2=R3=R4=R5=R6=H) uric acid (R1=R2=R3=OH, R4=R5=R6=H) hypoxanthine (R1=OH, R2=R3=R4=R5=R6=H) purinethiol (R1=SH, R2=NH2, R3=R4=R5=R6=H) 6-thioguanine (R1=SH, R2=NH2, R3=R4=R5=R6=H) xanthine (R1=R2=OH, R3=R4=R5=R6=H) caffeine (R1=R2=OH, R3H, R4=R5=R6=CH3) theobromine (R1=R2=OH, R3=R4=H, R5=R6=H) ...
		...2, and R3, independently of each other, are selected from -H, -OH, NH2, -SH and the groups R4, R5, and R6, independently of each other, are selected from -H, -CH3 and -CH2CH3, with the following compounds preferred: ... guanine (R1=NH2, R2=R3=R4=R5=R6=H) uric acid (R1=R2=R3=OH, R4=R5=R6=H) hypoxanthine (R1=OH, R2=R3=R4=R5=R6=H) 6-purinethiol (R1=SH, R2=R3=R4=R5=R6=H) 6-thioguanine (R1=SH, R2=NH2, R3=R4=R5=R6=H) xanthine (R1=R2=OH, R3=R4=R5=R6=H) caffeine (R1=R2=OH, R3=H, R4=R5=R6=CH3) theobromine (R1=R2=OH, R3=R4=H, R5=R6=H) ...
		Chemotherapeutic agents that are bound to monoclonal antibodies of the present invention to drive the cytotoxic activity include the following: ... tamoxifen, taxol, testosterone propionate, thalidomide, thioguanine, thiotepa, teniposide, topotecan, ...
		Illustrative examples of chemotherapeutic agents which may be conjugated with the antibody of the invention and have a cytotoxic effect include: ... tamoxifen, taxol, testosterone propionate, thalidomide, thioguanine, thiotepa, teniposide, topotecan, ...
		... independently of one another, are selected from -H, -OH, NH2, -SH and the residues R4, R5 and R6, independently of one another, are selected from -H, -CH3 and -CH2-CH3, wherein the following compounds are preferred: ...guanine (R1=OH, R2=NH2, R3=R4=R5=R6=H)uric acid (R1=R2=R3=OH, R4=R5=R6=H)hypoxanthine (R1=OH, R2=R3=R4=R5=R6=H)6-purinethiol (R1=SH, R2=R3=R4=R5=R6=H)6-thioguanine (R1=SH, R2=NH2, R3=R4=R5=R6=H)xanthine (R1=R2=OH, R3=R4=R5=R6=H)caffeine (R1=R2=OH, R3=H, R4=R5=R6=CH3)theobromine (R1=R2=OH, R3=R4=H, R5=R6=CH3)

16
[ 154-42-7 ]
[ 776-74-9 ]
[ 35611-95-1 ]

Yield	Reaction Conditions	Operation in experiment
24 g (48%)	With potassium carbonate; In N,N-dimethyl-formamide;	(a) 2-Amino-6-[(diphenylmethyl)thio]purine STR25 A mixture of <strong>[154-42-7]thioguanin</strong>e (25 g), bromodiphenylmethane (37.1 g) and potassium carbonate (31.1 g) in N,N-dimethylformamide (250 cm3) was stirred at ambient temperature for 66 hour. The reaction mixture was filtered and the filtrate evaporated to give a cream solid. Recrystallisation from methanol gave 24 g (48%) of the title compound, m.p. 226-227 C. 1 H n.m.r. (D6 DMSO): delta 6.35 (s, 2H, -NH2), 6.70 (s, 1H, SCH<), 7.30 (m, 6H, C6 H5 -), 7.50 (d, 4H, C6 H5 -), 7.90 (s, 1H, H-8), 12.50 (brs, 1H, >N-H).

Reference： [1]Patent: US5017701,1991,A

17
[ 154-42-7 ]
nickel(II) chloride hexahydrate [ No CAS ]
Ni(6-TGH)2*2H₂O [ No CAS ]