CAS No.58-96-8,Uridine Suppliers,MSDS download

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Basic Information

Molecular Structure:
CAS No.:	58-96-8
Name:	Uridine
Article Data:	229

Formula:	C₉H₁₂N₂O₆
Molecular Weight:	244.204
Synonyms:	1-[3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]-1H- pyrimidine-2,4-dione;1-[(3R,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione;beta-D-Ribofuranoside;2,4(1H,3H)-pyrimidinedione-1;1-beta-D-ribofuranosyl- (7CI);Uridine & 3-Azido-3-deoxythymidine;1-[(2S,3S,4S,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione;2,4(1H,3H)-pyrimidinedione, 1-beta-D-ribofuranosyl-;1-beta-D-Ribofuranosyluracil;1-.beta.-D-Ribofuranosyluracil & Thymidine, 3-azido-3-deoxy-;Uridin;Uracil, 1-.beta.-D-ribofuranosyl-;Uracil, 1-beta-L-ribofuranosyl-;
EINECS:	200-407-5
Density:	1.675 g/cm³
Melting Point:	163-167 °C(lit.)
Boiling Point:	387.12°C (rough estimate)
Solubility:	50 mg/mL in water
Appearance:	white to off-white crystalline powder
Hazard Symbols:	Xi
Risk Codes:	36/37/38
Safety:	24/25-36-26
PSA:	124.78000
LogP:	-2.85190

Synthetic route

: 6554-10-5
5'-O-trityluridine

: 58-96-8
uridine

Conditions

Conditions	Yield
With ammonium cerium(IV) nitrate; silica gel In dichloromethane at 25℃; for 1.5h; detritylation;	98%
With iodine(I) bromide In methanol; dichloromethane at 20℃; for 0.0833333h; chemoselective reaction;	95%
Stage #1: 5'-O-trityluridine With carbon tetrabromide In methanol for 0.5h; Irradiation; Stage #2: In methanol at 20℃; for 11.5h;	94%

: 1748-04-5
tribenzoyl uridine

: 58-96-8
uridine

Conditions

Conditions	Yield
With methanol; ammonia at 20℃;	91%
With methanol; sodium methylate at 20℃; for 2h;	87%
With triethylamine In methanol; water	83%
With sodium methylate In methanol Ambient temperature;

: 64898-15-3
2',3',5'-tris-O-(tert-butyldimethylsilyl)uridine

: 58-96-8
uridine

Conditions

Conditions	Yield
With SO3H silica gel In ethyl acetate at 20℃; for 15h;	81%

: 65-46-3
CYTIDINE

: 58-96-8
uridine

Conditions

Conditions	Yield
With cytidine deaminase enzyme In aq. phosphate buffer at 37℃; for 0.0833333h; pH=7; Enzymatic reaction;	99%
With oxygen; nitrogen(II) oxide In dimethyl sulfoxide for 1h; Ambient temperature;	47%
With sodium hydroxide at 90.1℃; Rate constant; Mechanism; various reagent concentration, decomposition to nonchromophoric products;

: 362-43-6
2',3'-O-isopropylideneuridine

: 58-96-8
uridine

Conditions

Conditions	Yield
With indium(III) triflate In water; acetonitrile at 120℃; for 0.0833333h; Microwave irradiation;	98%
With K 10 clay In methanol; water at 75℃; for 26h;	94%
With trifluoroacetic acid Yield given;
With erbium(III) triflate In water at 120℃; for 0.0833333h; Microwave irradiation;	99 % Chromat.
With Pd(OH)2/C; cyclohexene In methanol for 3h; Reflux;

: 69304-38-7
3',5'-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)uridine

: 58-96-8
uridine

Conditions

Conditions	Yield
With K 10 clay In methanol; water at 75℃; for 36h;	97%
Multi-step reaction with 3 steps 1: 71 percent / triethylamine / 17 h / Ambient temperature 2: 70 percent / 1M tributylammonium fluoride (TBAHF) / tetrahydrofuran / 4 h / Ambient temperature 3: 95 percent / triphenylmethyl fluoroborate / acetonitrile; H2O / 1 h / Ambient temperature View Scheme
Multi-step reaction with 3 steps 1: boron trifluoride diethyl etherate / 1,2-dichloro-ethane / 2 h / 20 °C / Molecular sieve 2: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h 3: hydrogenchloride; water; lithium iodide / acetonitrile View Scheme

Reaxys ID: 11351538: Reaxys ID: 11351538

: 58-96-8
uridine

Conditions

Conditions	Yield
With Levalit MDS 1368 cation exchanger (Na-form) In water at 80℃;	49%

: 4105-38-8
Tri-O-acetyluridine

: 58-96-8
uridine

Conditions

Conditions	Yield
With methanol; water; triethylamine at 71℃; Microwave irradiation;	93%
Multi-step reaction with 3 steps 1: triethylamine / tetrahydrofuran / 17 h / Ambient temperature 2: 78 percent / conc. NH4OH / methanol 3: 95 percent / triphenylmethyl fluoroborate / acetonitrile; H2O / 1 h / Ambient temperature View Scheme
With keratinase from Doratomyces microsporus Hydrolysis; Enzymatic reaction;
With ammonia In methanol at 20℃;

: 81246-79-9
5'-dimethoxytrityluridine

: 58-96-8
uridine

Conditions

Conditions	Yield
With K 10 clay In methanol; water at 75℃; for 0.5h;	96%
With iodine(I) bromide In methanol; dichloromethane at 20℃; for 0.0166667h; chemoselective reaction;	95%
With cerium(IV) triflate; water In acetonitrile at 25℃; for 0.5h;	93%

: 133766-24-2
2'-O-allyluridine

: 58-96-8
uridine

Conditions

Conditions	Yield
With quinoline-2-carboxylic acid; cyclopentadienylruthenium(II) trisacetonitrile hexafluorophosphate In methanol at 30℃;	99%
With hexaaquaruthenium(II) tosylate In water at 40℃; for 36h; Time;	95%

Raw Materials

133-89-1

Downstream Products

62-49-7

316-46-1

951-78-0

1463-10-1

13007-43-7

183617-36-9

Total:252 Page 1 of 7 1 2 3 4 5 6 …7 Next>>

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Consensus Reports

Reported in EPA TSCA Inventory.

Specification

The Uridine, with the CAS registry number 58-96-8 and EINECS registry number 200-407-5, has the IUPAC name of 1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione. It is a kind of white to slightly off-white powder, and belongs to the following product categories: Pyridines, Pyrimidines, Purines and Pteredines; Chiral; Biochemistry; Nucleosides and their analogs; Nucleosides, Nucleotides & Related Reagents; Nucleic acids. The molecular formula of the chemical is C₉H₁₂N₂O₆. What's more, it is a major material of some drugs, such as S-FC, IDUR, BDUR, etc. And it can be prepared by 2,4 - dichloro-(trimethylsiloxy) pyrimidine.

The Uridine is one of the four basic components of RNA, and plays a role in the glycolysis pathway of galactose. There is no catabolic process to metabolize galactose. Therefore, galactose is converted to glucose and metabolized in the common glucose pathway.

The physical properties of Uridine are as followings: (1)# of Rule of 5 Violations: 0; (2)ACD/BCF (pH 5.5): 1; (3)ACD/BCF (pH 7.4): 1; (4)ACD/KOC (pH 5.5): 3.288; (5)ACD/KOC (pH 7.4): 3.248; (6)#H bond acceptors: 8; (7)#H bond donors: 4; (8)#Freely Rotating Bonds: 5; (9)Polar Surface Area: 119.33 Å²; (10)Index of Refraction: 1.643; (11)Molar Refractivity: 52.732 cm³; (12)Molar Volume: 145.792 cm³; (13)Polarizability: 20.904×10^-24cm³; (14)Surface Tension: 88.509 dyne/cm; (15)Density: 1.675 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: c1cn(c(=O)[nH]c1=O)[C@H]2[C@@H]([C@@H]([C@H](O2)CO)O)O
(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)/t4-,6-,7-,8-/m1/s1
(3)InChIKey: DRTQHJPVMGBUCF-XVFCMESIBG

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LD50	intraperitoneal	4335mg/kg (4335mg/kg)	BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)	Journal of Pharmacology and Experimental Therapeutics. Vol. 207, Pg. 504, 1978.

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