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| CAS No.: | 3083-77-0 |
|---|---|
| Name: | Spongouridine |
| Article Data: | 64 |
| Molecular Structure: | |
|
|
|
| Formula: | C9H12N2O6 |
| Molecular Weight: | 244.204 |
| Synonyms: | 1-[(2R,3S,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione;1-pentofuranosylpyrimidine-2,4(1H,3H)-dione;Ara-U;Arabinofuranosyluracil;Arabinosyluracil;Arauridine;Uracil arabinoside;Uracil b-D-arabinofuranoside; |
| EINECS: | 221-386-9 |
| Density: | 1.674 g/cm3 |
| Melting Point: | 220-222 °C |
| Appearance: | white to off-white solid |
| Hazard Symbols: |
 Xi
|
| Risk Codes: | 36/37/38 |
| Safety: | 22-24/25-36-26 |
| PSA: | 124.78000 |
| LogP: | -2.85190 |
- 483366-12-7(2S,4R)-1-Boc-2-cyano-4-hydroxypyrrolidine
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- 68439-39-4Poly(oxy-1,2-ethanediyl), alpha-(2-ethylhexyl)-omega-hydroxy-,
- 852475-26-4MC1568
- 14057-18-2
1-(2,3,5-tri-O-acetyl-β-D-arabinofuranosyl)uracil
- 3083-77-0
araU
| Conditions | Yield |
|---|---|
| With keratinase from Paecilomyces marquandii for 216h; pH=8; aq. phosphate buffer; Enzymatic reaction; | 100% |
| Conditions | Yield |
|---|---|
| With cytidine deaminase enzyme In aq. phosphate buffer at 37℃; for 0.0833333h; pH=7; Enzymatic reaction; | 99% |
| cytidine deaminase ( EC 3.5.4.5 ) at 37℃; for 48h; pH=6.8 with acetic acid; | |
| With sodium hydroxide at 90.1℃; Rate constant; Mechanism; various reagent concentration, decomposition to nonchromophoric products; |
| Conditions | Yield |
|---|---|
| With trifluoroacetic acid In N,N-dimethyl-formamide at 80℃; for 10h; | 95% |
| With trifluoroacetic acid In N,N-dimethyl-formamide at 80℃; | 95% |
| Stage #1: 2,2'-Anhydrouridine With sodium hydroxide; water at 20℃; for 18 - 20h; Stage #2: With hydrogenchloride; water pH=~ 6.5; | 88% |
- 87186-13-8
2,2'-Anhydrouridine 3'-carbamate
- 3083-77-0
araU
| Conditions | Yield |
|---|---|
| With water; triethylamine at 60℃; for 48h; | 90% |
- 28309-53-7
2,2''-anhydro-1-(3'',5''-di-O-acetyl-β-D-arabinofuranosyl)uracil
- 3083-77-0
araU
| Conditions | Yield |
|---|---|
| With sodium hydroxide for 4h; Ambient temperature; | 68% |
- 847650-91-3
1-((2R,4S,5R)-3,4-anhydro-5-(hydroxymethyl)tetrahydrofuran-2-yl)pyrimidin-4(1H)-one
- 3083-77-0
araU
| Conditions | Yield |
|---|---|
| Stage #1: 1-((2R,4S,5R)-3,4-anhydro-5-(hydroxymethyl)tetrahydrofuran-2-yl)pyrimidin-4(1H)-one With hydrogenchloride; water at 80℃; for 2h; Stage #2: With sodium hydroxide pH=Ca. 7; | 68% |
| Conditions | Yield |
|---|---|
| With bis(phenyl) carbonate; copper; sodium hydrogencarbonate In N,N-dimethyl-formamide at 140 - 150℃; for 45h; | 58.5% |
| Multi-step reaction with 2 steps 1: 80 percent / diphenyl carbonate; NaHCO3 / dimethylformamide / 1.67 h / 140 °C 2: 95 percent / TFA / dimethylformamide / 10 h / 80 °C View Scheme | |
| Multi-step reaction with 2 steps 1: 79 percent / (C6H5O)2CO / dimethylformamide 2: 61 percent / LiOH View Scheme |
- 28321-79-1
diiminosuccinonitrile
- 58-96-8
uridine
A
- 3736-77-4
2,2'-Anhydrouridine
B
- 3083-77-0
araU
C
- 87186-13-8
2,2'-Anhydrouridine 3'-carbamate
D
- 6195-72-8
1-((3aR,4R,6R,6aR)-6-(hydroxymethyl)-2-oxotetrahydrofuro[3,4-d][1,3]dioxol-4-yl)-pyrimidine-2,4(1H,3H)-dione
| Conditions | Yield |
|---|---|
| With diiminosuccinonitrile; Imidazole-HCl buffer at 2℃; for 96h; Further byproducts given; | A 10% B n/a C 54% D 5% |
- 3083-77-0
araU
| Conditions | Yield |
|---|---|
| Stage #1: C15H24N2O6 With diethylamino-sulfur trifluoride In dichloromethane Stage #2: With hydrogenchloride In methanol; water | 53% |
- 506-68-3
bromocyane
- 58-96-8
uridine
A
- 3736-77-4
2,2'-Anhydrouridine
B
- 3083-77-0
araU
C
- 87186-13-8
2,2'-Anhydrouridine 3'-carbamate
D
- 89998-90-3
Uridine 3'-carbamate
| Conditions | Yield |
|---|---|
| With triethylamine In water at 2℃; for 0.75h; Further byproducts given; | A 4% B 13% C 37% D 27% |
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Specification
The Arabinofuranosyluracil, with the CAS registry number 3083-77-0 and EINECS registry number 221-386-9, has the IUPAC name of 1-[(2R,3S,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione. It is a kind of white to off-white solid, and belongs to the following product categories: Bases & Related Reagents; Carbohydrates & Derivatives; Intermediates & Fine Chemicals; Nucleotides; Pharmaceuticals. And the molecular formula of the chemical is C9H12N2O6. What's more, it is a kind of antiviral agent, and always used for the treatment of severe acute respiratory syndrome (SARS). Besides, it should be stored at 2-8 °C.
The physical properties of Arabinofuranosyluracil are as followings: (1)ACD/LogP: -1.61; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -1.61; (4)ACD/LogD (pH 7.4): -1.67; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 3.16; (8)ACD/KOC (pH 7.4): 2.79; (9)#H bond acceptors: 8; (10)#H bond donors: 4; (11)#Freely Rotating Bonds: 5; (12)Polar Surface Area: 77.54 Å2; (13)Index of Refraction: 1.643; (14)Molar Refractivity: 52.73 cm3; (15)Molar Volume: 145.7 cm3; (16)Polarizability: 20.9×10-24cm3; (17)Surface Tension: 88.5 dyne/cm; (18)Density: 1.674 g/cm3.
You should be cautious while dealing with this chemical. It irritates to eyes, respiratory system and skin. Therefore, you had better take the following instructions: Do not breathe dust and avoid contacting with skin and eyes; Wear suitable protective clothing, and in case of contacting with eyes, rinse immediately with plenty of water and seek medical advice.
You can still convert the following datas into molecular structure:
(1)SMILES: O=C/1NC(=O)N(\C=C\1)C2OC(C(O)C2O)CO
(2)InChI: InChI=1/C9H12N2O6/c12-3-4-6(14)7(15)8(17-4)11-2-1-5(13)10-9(11)16/h1-2,4,6-8,12,14-15H,3H2,(H,10,13,16)
(3)InChIKey: DRTQHJPVMGBUCF-UHFFFAOYAQ