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49721-45-1

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49721-45-1 Usage

Description

4,5,6-Triaminopyrimidine sulfate is an organic compound with the chemical formula C5H9N5SO4. It is a white to light brown solid and is known for its role in the synthesis of various biologically active molecules, particularly those involving the incorporation of the adenine base. 4,5,6-Triaminopyrimidine sulfate has been converted to 4,5,6-triaminopyrimidine sulfite through formylation with C13 labeled formic acid, which is utilized in the preparation of adenine labeled with C13.

Uses

Used in Pharmaceutical Industry:
4,5,6-Triaminopyrimidine sulfate is used as an intermediate compound for the synthesis of various pharmaceuticals, particularly those involving the adenine base. Its conversion to 4,5,6-triaminopyrimidine sulfite through formylation with C13 labeled formic acid allows for the preparation of adenine labeled with C13, which can be used in the development of radiopharmaceuticals and other therapeutic agents.
Used in Research and Development:
In the field of research and development, 4,5,6-triaminopyrimidine sulfate serves as a valuable compound for studying the synthesis and properties of adenine and its derivatives. The use of C13 labeled formic acid in the conversion process provides researchers with a tool to investigate the behavior of labeled adenine in biological systems, which can contribute to the understanding of various biochemical processes and the development of novel therapeutic strategies.
Used in Chemical Synthesis:
4,5,6-Triaminopyrimidine sulfate is also used as a starting material or building block in the chemical synthesis of various compounds, particularly those with potential applications in the pharmaceutical, agrochemical, and materials science industries. Its versatile chemical properties make it a valuable component in the development of new molecules with specific functionalities and desired properties.

Check Digit Verification of cas no

The CAS Registry Mumber 49721-45-1 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 4,9,7,2 and 1 respectively; the second part has 2 digits, 4 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 49721-45:
(7*4)+(6*9)+(5*7)+(4*2)+(3*1)+(2*4)+(1*5)=141
141 % 10 = 1
So 49721-45-1 is a valid CAS Registry Number.
InChI:InChI=1/C4H7N5.H2O4S/c5-2-3(6)8-1-9-4(2)7;1-5(2,3)4/h1H,5H2,(H4,6,7,8,9);(H2,1,2,3,4)/p-2

49721-45-1 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
  • Packaging
  • Price
  • Detail
  • Aldrich

  • (307181)  4,5,6-Triaminopyrimidinesulfate  98%

  • 49721-45-1

  • 307181-1G

  • 720.72CNY

  • Detail
  • Aldrich

  • (307181)  4,5,6-Triaminopyrimidinesulfate  98%

  • 49721-45-1

  • 307181-5G

  • 3,543.93CNY

  • Detail

49721-45-1Synthetic route

4,6-diamino-5-nitrosylpyrimidine
61908-15-4

4,6-diamino-5-nitrosylpyrimidine

4,5,6-triaminopyrimidine sulfate
49721-45-1

4,5,6-triaminopyrimidine sulfate

Conditions
ConditionsYield
With sodium dithionite; sulfuric acid In water at 20 - 80℃;
carbon disulfide
75-15-0

carbon disulfide

4,5,6-triaminopyrimidine sulfate
49721-45-1

4,5,6-triaminopyrimidine sulfate

8-mercaptoadenine
7390-62-7

8-mercaptoadenine

Conditions
ConditionsYield
With water; sodium hydrogencarbonate In ethanol for 72h; Reflux; Inert atmosphere;100%
With sodium hydrogencarbonate In ethanol; water for 3h; Reflux;58%
With sodium hydrogencarbonate In ethanol for 72h; Heating;
(4-hydroxylphenyl)glyoxal
24645-80-5

(4-hydroxylphenyl)glyoxal

4,5,6-triaminopyrimidine sulfate
49721-45-1

4,5,6-triaminopyrimidine sulfate

4-(4-amino-pteridin-7-yl)-phenol
677297-48-2

4-(4-amino-pteridin-7-yl)-phenol

Conditions
ConditionsYield
With sodium hydroxide In methanol; water100%
4,5,6-triaminopyrimidine sulfate
49721-45-1

4,5,6-triaminopyrimidine sulfate

4,5,6-triaminopyrimidine
118-70-7

4,5,6-triaminopyrimidine

Conditions
ConditionsYield
Stage #1: 4,5,6-triaminopyrimidine sulfate With sodium hydroxide; water at 80℃;
Stage #2: With hydrogenchloride; water at 0 - 5℃; pH=7.0;
99%
With sodium hydroxide In water at 80℃;3.69 g
bis(3-hydroxyphenyl)ethane-1,2-dione
63192-57-4

bis(3-hydroxyphenyl)ethane-1,2-dione

4,5,6-triaminopyrimidine sulfate
49721-45-1

4,5,6-triaminopyrimidine sulfate

6,7-bis(3-hydroxyphenyl)-pteridine-4-ylamine

6,7-bis(3-hydroxyphenyl)-pteridine-4-ylamine

Conditions
ConditionsYield
With sodium hydrogencarbonate In diethyl ether; water94.8%
benzpyrene-6-carbaldehyde
13312-42-0

benzpyrene-6-carbaldehyde

4,5,6-triaminopyrimidine sulfate
49721-45-1

4,5,6-triaminopyrimidine sulfate

8-(6-benzo[a]pyrenyl)adenine

8-(6-benzo[a]pyrenyl)adenine

Conditions
ConditionsYield
With air In dimethyl sulfoxide at 90℃; for 2h;88%
acetamide
60-35-5

acetamide

4,5,6-triaminopyrimidine sulfate
49721-45-1

4,5,6-triaminopyrimidine sulfate

8-methyl-9H-purin-6-ylamine
22387-37-7

8-methyl-9H-purin-6-ylamine

Conditions
ConditionsYield
at 230℃; for 6h;82%
at 240℃; for 6h;11%
4,5,6-triaminopyrimidine sulfate
49721-45-1

4,5,6-triaminopyrimidine sulfate

4-chlorobenzoyl chloride
586-75-4

4-chlorobenzoyl chloride

4,6-diamino-5-<(4-bromobenzoyl)amino>pyrimidine
77071-06-8

4,6-diamino-5-<(4-bromobenzoyl)amino>pyrimidine

Conditions
ConditionsYield
With sodium hydroxide for 1h;75%
7-methylbenzanthracene carboxaldehyde
7505-62-6

7-methylbenzanthracene carboxaldehyde

4,5,6-triaminopyrimidine sulfate
49721-45-1

4,5,6-triaminopyrimidine sulfate

8-(7-benz[a]anthracenyl)adenine

8-(7-benz[a]anthracenyl)adenine

Conditions
ConditionsYield
With air In dimethyl sulfoxide at 90℃; for 2h;75%
dibenzo[def,p]chrysene-10-carboxaldehyde
2869-59-2

dibenzo[def,p]chrysene-10-carboxaldehyde

4,5,6-triaminopyrimidine sulfate
49721-45-1

4,5,6-triaminopyrimidine sulfate

8-(10-dibenzo[def,p]chrysenyl)adenine

8-(10-dibenzo[def,p]chrysenyl)adenine

Conditions
ConditionsYield
With air In dimethyl sulfoxide at 90℃; for 2h;75%
ethyl 2-ethoxy-2-iminoacetate
816-27-3

ethyl 2-ethoxy-2-iminoacetate

4,5,6-triaminopyrimidine sulfate
49721-45-1

4,5,6-triaminopyrimidine sulfate

4,6-Diamino-8H-pteridin-7-one

4,6-Diamino-8H-pteridin-7-one

Conditions
ConditionsYield
In ethanol for 2h; Heating;71%
pyrene-1-aldehyde
3029-19-4

pyrene-1-aldehyde

4,5,6-triaminopyrimidine sulfate
49721-45-1

4,5,6-triaminopyrimidine sulfate

8-(1-pyrenyl)adenine

8-(1-pyrenyl)adenine

Conditions
ConditionsYield
With air In dimethyl sulfoxide at 90℃;68%
4,5,6-triaminopyrimidine sulfate
49721-45-1

4,5,6-triaminopyrimidine sulfate

9-anthracene aldehyde
642-31-9

9-anthracene aldehyde

8-(9-anthracenyl)adenine

8-(9-anthracenyl)adenine

Conditions
ConditionsYield
With air In dimethyl sulfoxide at 90℃;64%
(13C)-formic acid
1633-56-3

(13C)-formic acid

4,5,6-triaminopyrimidine sulfate
49721-45-1

4,5,6-triaminopyrimidine sulfate

<8-13C>adenine
86967-48-8

<8-13C>adenine

Conditions
ConditionsYield
With morpholine at 0 - 200℃; for 3h;64%
carbon disulfide
75-15-0

carbon disulfide

4,5,6-triaminopyrimidine sulfate
49721-45-1

4,5,6-triaminopyrimidine sulfate

6-amino-7,9-dihydro-8H-purine-8-thione
7390-62-7

6-amino-7,9-dihydro-8H-purine-8-thione

Conditions
ConditionsYield
With sodium hydrogencarbonate In ethanol; water at 80℃; for 48h;56%
2-Picolinic acid
98-98-6

2-Picolinic acid

4,5,6-triaminopyrimidine sulfate
49721-45-1

4,5,6-triaminopyrimidine sulfate

8-(2-pyridin-2-yl)adenine
127820-09-1

8-(2-pyridin-2-yl)adenine

Conditions
ConditionsYield
at 150℃;51%
4,5,6-triaminopyrimidine sulfate
49721-45-1

4,5,6-triaminopyrimidine sulfate

hexanoic acid
142-62-1

hexanoic acid

8-n-pentyladenine
127820-07-9

8-n-pentyladenine

Conditions
ConditionsYield
With PPA at 150℃; for 2.5h;42%
1-naphthalenecarboxylic acid
86-55-5

1-naphthalenecarboxylic acid

4,5,6-triaminopyrimidine sulfate
49721-45-1

4,5,6-triaminopyrimidine sulfate

8-(1-naphthyl)adenine
127820-10-4

8-(1-naphthyl)adenine

Conditions
ConditionsYield
at 150℃;33%
4,5,6-triaminopyrimidine sulfate
49721-45-1

4,5,6-triaminopyrimidine sulfate

1-hexadecylcarboxylic acid
57-10-3

1-hexadecylcarboxylic acid

8-Pentadecyl-9H-purin-6-ylamine
127820-08-0

8-Pentadecyl-9H-purin-6-ylamine

Conditions
ConditionsYield
at 150℃;33%
2-bromo-1-(3-trifluoromethylpyridin-2-yl)ethanone hydrobromide
832692-71-4

2-bromo-1-(3-trifluoromethylpyridin-2-yl)ethanone hydrobromide

4,5,6-triaminopyrimidine sulfate
49721-45-1

4,5,6-triaminopyrimidine sulfate

7-(3-trifluoromethylpyridin-2-yl)pteridin-4-ylamine
1220632-19-8

7-(3-trifluoromethylpyridin-2-yl)pteridin-4-ylamine

Conditions
ConditionsYield
Stage #1: 4,5,6-triaminopyrimidine sulfate With barium chloride monohydrate In water at 80℃; for 4h;
Stage #2: 2-bromo-1-(3-trifluoromethylpyridin-2-yl)ethanone hydrobromide With sodium hydrogencarbonate In 1,4-dioxane; water at 20 - 100℃;
23%
4,5,6-triaminopyrimidine sulfate
49721-45-1

4,5,6-triaminopyrimidine sulfate

4-isothiocyanato-4-methylpentan-2-one
27248-25-5

4-isothiocyanato-4-methylpentan-2-one

4',6'-diamino-6-hydroxy-4,4,6-trimethyl-3,4,5,6-tetrahydro-[1,5']bipyrimidinyl-2-thione

4',6'-diamino-6-hydroxy-4,4,6-trimethyl-3,4,5,6-tetrahydro-[1,5']bipyrimidinyl-2-thione

Conditions
ConditionsYield
In methanol at 20℃; for 120h;20%
4-isobutoxy-3-nitrobenzoyl chloride
528607-87-6

4-isobutoxy-3-nitrobenzoyl chloride

4,5,6-triaminopyrimidine sulfate
49721-45-1

4,5,6-triaminopyrimidine sulfate

4,6-Diamino-5-(4-isobutoxy-3-nitrobenzoyl)aminopyridine

4,6-Diamino-5-(4-isobutoxy-3-nitrobenzoyl)aminopyridine

Conditions
ConditionsYield
With sodium hydroxide In 1,4-dioxane; water at 0℃; for 4h;20%
4,5,6-triaminopyrimidine sulfate
49721-45-1

4,5,6-triaminopyrimidine sulfate

Trimethylacetic acid
75-98-9

Trimethylacetic acid

8-tert-butyl-7(9)H-purin-6-ylamine
50609-20-6

8-tert-butyl-7(9)H-purin-6-ylamine

Conditions
ConditionsYield
at 150℃;16%
4,5,6-triaminopyrimidine sulfate
49721-45-1

4,5,6-triaminopyrimidine sulfate

naphthalene-2-carboxylate
93-09-4

naphthalene-2-carboxylate

8-Naphthalen-2-yl-9H-purin-6-ylamine
127820-11-5

8-Naphthalen-2-yl-9H-purin-6-ylamine

Conditions
ConditionsYield
at 150℃;10%
heptafluorobutyramide
662-50-0

heptafluorobutyramide

4,5,6-triaminopyrimidine sulfate
49721-45-1

4,5,6-triaminopyrimidine sulfate

8-(heptafluoropropyl)adenine

8-(heptafluoropropyl)adenine

Conditions
ConditionsYield
at 200 - 210℃; for 5h;7.3%
formic acid
64-18-6

formic acid

4,5,6-triaminopyrimidine sulfate
49721-45-1

4,5,6-triaminopyrimidine sulfate

N-(4,6-diaminopyrimidin-5-yl)formamide
5122-36-1

N-(4,6-diaminopyrimidin-5-yl)formamide

Conditions
ConditionsYield
With water
4,5,6-triaminopyrimidine sulfate
49721-45-1

4,5,6-triaminopyrimidine sulfate

7H-purin-6-ylamine
73-24-5

7H-purin-6-ylamine

4,5,6-triaminopyrimidine sulfate
49721-45-1

4,5,6-triaminopyrimidine sulfate

furil
492-94-4

furil

6,7-di-furan-2-yl-pteridin-4-ylamine
30146-31-7

6,7-di-furan-2-yl-pteridin-4-ylamine

Conditions
ConditionsYield
(i) BaCl2, H2O, (ii) /BRN= 383882/, dioxane; Multistep reaction;
ethyl 2-ethoxyglycolate
49653-17-0

ethyl 2-ethoxyglycolate

4,5,6-triaminopyrimidine sulfate
49721-45-1

4,5,6-triaminopyrimidine sulfate

4-amino-7(8H)-pteridone
22005-66-9

4-amino-7(8H)-pteridone

Conditions
ConditionsYield
With sodium 1) methanole, 15 min, room temperature, 2) 12 h, room temperature; Yield given. Multistep reaction;
4,5,6-triaminopyrimidine sulfate
49721-45-1

4,5,6-triaminopyrimidine sulfate

benzoyl chloride
98-88-4

benzoyl chloride

N-(4,6-diamino-pyrimidin-5-yl)-benzamide
3298-83-7

N-(4,6-diamino-pyrimidin-5-yl)-benzamide

Conditions
ConditionsYield
In sodium hydroxide for 1h;
4,5,6-triaminopyrimidine sulfate
49721-45-1

4,5,6-triaminopyrimidine sulfate

4-methyl-benzoyl chloride
874-60-2

4-methyl-benzoyl chloride

N-(4,6-Diamino-pyrimidin-5-yl)-4-methyl-benzamide

N-(4,6-Diamino-pyrimidin-5-yl)-4-methyl-benzamide

Conditions
ConditionsYield
In sodium hydroxide for 1h;

49721-45-1Relevant articles and documents

Synthesis of carbon-11-labeled imidazopyridine- and purine-thioacetamide derivatives as new potential PET tracers for imaging of nucleotide pyrophosphatase/phosphodiesterase 1 (NPP1)

Gao, Mingzhang,Wang, Min,Zheng, Qi-Huang

, p. 1371 - 1375 (2016/02/19)

The target tracer carbon-11-labeled imidazopyridine- and purine-thioacetamide derivatives, N-(3-[11C]methoxy-4-methoxyphenyl)-2-((5-methoxy-3H-imidazo[4,5-b]pyridin-2-yl)thio)acetamide (3-[11C]4a) and N-(4-[11C]methoxy-3-methoxyphenyl)-2-((5-methoxy-3H-imidazo[4,5-b]pyridin-2-yl)thio)acetamide (4-[11C]4a); 2-((6-amino-9H-purin-8-yl)thio)-N-(3-[11C]methoxy-4-methoxyphenyl)acetamide (3-[11C]8a) and 2-((6-amino-9H-purin-8-yl)thio)-N-(4-[11C]methoxy-3-methoxyphenyl)acetamide (4-[11C]8a), were prepared by O-[11C]methylation of their corresponding precursors with [11C]CH3OTf under basic condition (2 N NaOH) and isolated by a simplified solid-phase extraction (SPE) method in 50-60% radiochemical yields based on [11C]CO2 and decay corrected to end of bombardment (EOB). The overall synthesis time from EOB was 23 min, the radiochemical purity was >99%, and the specific activity at end of synthesis (EOS) was 185-555 GBq/μmol.

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