2-Amino-4-hydroxypyrrolo[2,3-d]pyrimidine

Product Name: 2-Amino-4-hydroxypyrrolo[2,3-d]pyrimidine
CAS No.: 7355-55-7
Chemical Name: 2-Amino-4-hydroxypyrrolo[2,3-d]pyrimidine
Synonyms: Aids045539;OK-B-01044;Aids-045539;deazaguanine;7-DEAZAGUANINE;7-Deazaguanine,97%;Propranolol Impurity 12;2-amino-1H-pyrrolo[2,3-d]pyrimidin-4-ol;2-AMINO-7H-PYRROLO[2,3-D]PYRIMIDIN-4-OL;2-Amino-4-hydroxypyrrolo[2,3- d]pyrimidi
CBNumber: CB1379134
Molecular Formula: C6H6N4O
Formula Weight: 150.14
MOL File: 7355-55-7.mol

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2-Amino-4-hydroxypyrrolo[2,3-d]pyrimidine Property

Melting point:: >230°C (dec.)
Density: 1.87±0.1 g/cm3(Predicted)
storage temp.: Keep in dark place,Inert atmosphere,2-8°C
solubility: Soluble in N,N-Dimethylformamide, Dimethyl sulfoxide.
form: crystalline
pka: 10.83±0.20(Predicted)
color: tan
CAS DataBase Reference: 7355-55-7(CAS DataBase Reference)

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Safety

Risk Statements: 36/37/38
Safety Statements: 26-37-60
RIDADR: 2811
WGK Germany: 3
HazardClass: 6.1(a)
PackingGroup: II
HS Code: 29339900

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P405Store locked up.

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N-Bromosuccinimide Price

Usbiological

Product number: D1810-10
Product name: 7-Deazaguanine
Packaging: 5g
Price: $319
Updated: 2021/12/16

TRC

Product number: D201325
Product name: 7-Deazaguanine
Packaging: 1g
Price: $70
Updated: 2021/12/16

Biosynth Carbosynth

Product number: FD08308
Product name: 7-Deazaguanine
Packaging: 2g
Price: $80
Updated: 2021/12/16

Matrix Scientific

Product number: 066664
Product name: 2-Amino-7H-pyrrolo[2,3-d]pyrimidin-4-ol
Packaging: 1g
Price: $84
Updated: 2021/12/16

Biosynth Carbosynth

Product number: FD08308
Product name: 7-Deazaguanine
Packaging: 1g
Price: $50
Updated: 2021/12/16

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2-Amino-4-hydroxypyrrolo[2,3-d]pyrimidine Chemical Properties,Usage,Production

Chemical Properties

Pink solid

Uses

Ethidium bromide efficiently intercalates into synthetic duplex DNAs with 7-deazaguanine in place of guanine, but shows none of the fluorescence enhancement usually observed upon intercalation. 7-Deazaadenine-duplexes show about 70% of the expected fluorescence enhancement.

Definition

ChEBI: DG is 7-deazaguanine

Synthesis

100643-27-4

2032-35-1

7355-55-7

To a suspension of bromoacetaldehyde diethyl acetal (10.4 mL, 68.98 mmol) in water (35 mL) was slowly added concentrated hydrochloric acid (1.5 mL). The reaction mixture was stirred at 90 °C for 30 min. Upon completion of the reaction, the solution was cooled to room temperature, followed by the addition of sodium acetate (6.8 g, 82.75 mmol). This mixed solution was slowly added to a suspension in water (75 mL) containing 2,4-diamino-6-hydroxypyrimidine (10.0 g, 79.29 mmol) and sodium acetate (3.5 g, 42.82 mmol). The reaction mixture was continued to be stirred at 80 °C for 2 hours. At the end of the reaction, the mixture was cooled to 0 °C and stirred for 90 min to promote crystallization. The precipitate was collected by filtration and washed sequentially with a small amount of cold water and acetone to afford the target product 2-amino-4-hydroxypyrrolo[2,3-d]pyrimidine (11.9 g, quantitative yield). The product was characterized by 1H NMR (300 MHz, DMSO-d6): δ 10.97 (s, 1H), 10.23 (s, 1H), 6.61-6.60 (m, 1H), 6.18-6.17 (m, 1H), 6.05 (s, 2H).

IC 50

DYRK1A

References

[1] Bioorganic and Medicinal Chemistry, 2018, vol. 26, # 21, p. 5596 - 5611
[2] European Journal of Organic Chemistry, 2010, # 34, p. 6517 - 6519
[3] Patent: CN103601779, 2016, B. Location in patent: Paragraph 0057; 0058; 0059
[4] Patent: CN104292117, 2016, B. Location in patent: Paragraph 0476; 0499-0501
[5] Patent: WO2014/11911, 2014, A2. Location in patent: Paragraph 00252; 00253; 00254

2-Amino-4-hydroxypyrrolo[2,3-d]pyrimidine Preparation Products And Raw materials

Raw materials

Preparation Products

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2-Amino-4-hydroxypyrrolo[2,3-d]pyrimidine Suppliers

Canada 4 CHINA 127 Europe 1 Germany 5 India 6 Switzerland 1 The Netherlands 1 United Kingdom 6 United States 26 Global 177

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View Lastest Price from 2-Amino-4-hydroxypyrrolo[2,3-d]pyrimidine manufacturers

Career Henan Chemical Co

Product: 2-Amino-4-hydroxypyrrolo[2,3-d]pyrimidine 7355-55-7
Price: US $8.80/KG
Min. Order: 1KG
Purity: 97%-99%
Supply Ability: 100kg
Release date: 2019-07-04

7355-55-7, 2-Amino-4-hydroxypyrrolo[2,3-d]pyrimidineRelated Search:

2-Amino-4-hydroxypyrrolo[2,3-d]pyrimidine 7-DEAZA-7-IODO-2'-DEOXYGUANOSINE Pemetrexed Disodium Pemetrexed Pyrrolo[2,3-d]pyrimidin-4-ol 7-DEAZA-2'-DEOXYGUANOSINE 5'-O-(4,4'-DIMETHOXYTRITYL)-N2-DIMETHYLAMINOMETHYLENE-7-DEAZA-2'-DEOXYGUANOSINE, 3'-[(2-CYANOETHYL)-(N,N-DIISOPROPYL)]PHOSPHORAMIDITE 2'-Deoxy-L-guanosine 5'-O-(DIMETHOXYTRITYL)-N2-(DIMETHYLAMINOMETHYLIDENE)-7-DEAZA-2'-DEOXYGUANOSI NE 2-AMINO-4-METHOXY-7-(BETA-D-2-DEOXYRIBOFURANOSYL)PYRROLO[2,3-D]PYRIMIDINE 7-DEAZA-BETA-D-2',3'-DIDEOXYGUANOSINE N2-(DIMETHYLAMINOMETHYLIDENE)-7-DEAZA-2'-DEOXYGUANOSINE 7-DEAZAGUANOSINE ISOPROPYL 2-AMINO-4-METHOXY-7H-PYRROLO[2,3-D]PYRIMIDINE-6-CARBOXYLATE BIOTIN-11-DDGTP 2-AMINO-6-ETHYL-3,7-DIHYDRO-PYRROLO[2,3-D]PYRIMIDIN-4-ONE 7-DEAZAGUANOSINE, [8-3H(N)]- 2-AMINO-4-METHOXY-7-METHYL-7H-PYRROLO[2,3-D]PYRIMIDINE-6-CARBOXYLIC ACID

deazaguanine

2-Amino-4-hydroxypyrrolo[2,3-d]pyrimidine 7-Deazaguanine

2-amino-1H-pyrrolo[2,3-d]pyrimidin-4-ol

2-Amino-1H-pyrrolo[2,3-d]pyrimidin-4(7H)-one

2-AMINO-3,7-DIHYDRO-PYRROLO[2,3-D]PYRIMIDIN-4-ONE

2-AMINO-4-HYDROXY-7H-PYRROLO[2,3-DPYRIMIDINE]

2-AMINO-4-HYDROXYPYRROLO-[2,3-D]PYRIMIDINE

2-AMINO-7H-PYRROLO[2,3-D]PYRIMIDIN-4-OL

4H-Pyrrolo[2,3-d]pyrimidin-4-one, 2-amino-1,7-dihydro- (9CI)

2-Amino-3,4-dihydro-4-oxo-7H-pyrrolo[2,3-d]pyrimidine

7-DEAZAGUANINE

2-amino-3H-pyrrolo[2,3-d]pyrimidin-4(7H)-one

Aids045539

Aids-045539

2-Amino-3,7-dihydro-4Hpyrrolo[2,3-d]pyrimidin-4-one

2-aMino-3H,4H,7H-pyrrolo[2,3-d]pyriMidin-4-one

4H-Pyrrolo[2,3-d]pyrimidin-4-one, 2-amino-1,7-dihydro-

2-amino-1,7-dihydropyrrolo[2,3-d]pyrimidin-4-one

2-Amino-7H-pyrrolo[2,3-d]pyrimidin-4-ol 95+%

2-Amino-4-hydroxypyrrolo[2,3- d]pyrimidi

OK-B-01044

4H-Pyrrolo[2,3-d]pyrimidin-4-one, 2-amino-3,7-dihydro-

7-Deazaguanine,97%

2-Amino-4-hydroxypyrrolo[2,3-d]pyrimidine USP/EP/BP

2-Amino-4-hydroxypyrrolo[2,3-d]pyrimidin

Propranolol Impurity 12

7355-55-7

Enzyme Inhibitors

Enzymes, Inhibitors, and Substrates

Enzyme Inhibitors by Type

Substrate Analogs

Biochemicals and Reagents

BioChemical

PYRIMIDINE

AMINEPRIMARY

Heterocyclic Series

Heterocyclic Compounds

Bases & Related Reagents

Heterocycles

Intermediates

Nucleotides