ChemicalBook > CAS DataBase List > (2R-cis)-5-(4-aMino-2-oxo-1(2H)-pyriMidinyl)-1,3-oxathiolane-2-carboxylic Acid

(2R-cis)-5-(4-aMino-2-oxo-1(2H)-pyriMidinyl)-1,3-oxathiolane-2-carboxylic Acid

Product Name
(2R-cis)-5-(4-aMino-2-oxo-1(2H)-pyriMidinyl)-1,3-oxathiolane-2-carboxylic Acid
CAS No.
173829-09-9
Chemical Name
(2R-cis)-5-(4-aMino-2-oxo-1(2H)-pyriMidinyl)-1,3-oxathiolane-2-carboxylic Acid
Synonyms
LaMivudine Acid;Lamivudine EP IMP A;Lamivudine Carboxylic Impurity;Lamivudine EP Impurity A(2R,5S)Monomer;Lamivudine EP Impurity A (2R,5S-Isomer);Lamivudine EP Impurity A (Lamivudine Acid);Lamivudine Impurity 1(Lamivudine EP Impurity A);Lamivudine Impurity Ⅰ (Lamivudine-carboxylic acid);Lamivudine EP Impurity A / Lamivudine Carboxylic Impurity;(2S,5R)-5-(4-amino-2-oxopyrimidin-1(2H)-yl)-1,3-oxathiolane-2-carboxylic acid
CBNumber
CB02620954
Molecular Formula
C8H9N3O4S
Formula Weight
243.24
MOL File
173829-09-9.mol
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(2R-cis)-5-(4-aMino-2-oxo-1(2H)-pyriMidinyl)-1,3-oxathiolane-2-carboxylic Acid Property

Melting point:
>208°C (dec.)
Boiling point:
546.6±60.0 °C(Predicted)
Density 
1.87±0.1 g/cm3(Predicted)
storage temp. 
Hygroscopic, Refrigerator, Under Inert Atmosphere
solubility 
Dimethylformamide; Methanol
pka
1.94±0.40(Predicted)
form 
Solid
color 
White to Off-White
Stability:
Hygroscopic
Major Application
pharmaceutical
InChI
1S/C8H9N3O4S/c9-4-1-2-11(8(14)10-4)5-3-16-7(15-5)6(12)13/h1-2,5,7H,3H2,(H,12,13)(H2,9,10,14)/t5-,7+/m0/s1
InChIKey
PIIRVEZNDVLYQA-CAHLUQPWSA-N
SMILES
S1[C@@H](O[C@@H](C1)[n]2[c](nc(cc2)N)=O)C(=O)O
CAS DataBase Reference
173829-09-9
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Safety

WGK Germany 
WGK 3
Storage Class
11 - Combustible Solids
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Usbiological
Product number
015441
Product name
Lamivudine Acid
Packaging
25mg
Price
$460
Updated
2021/12/16
Usbiological
Product number
296233
Product name
Lamivudine acid
Packaging
10mg
Price
$516
Updated
2021/12/16
TRC
Product number
L172490
Product name
LamivudineAcid
Packaging
250mg
Price
$1390
Updated
2021/12/16
Biosynth Carbosynth
Product number
NL34824
Product name
Lamivudine acid
Packaging
10mg
Price
$170
Updated
2021/12/16
Biosynth Carbosynth
Product number
NL34824
Product name
Lamivudine acid
Packaging
25mg
Price
$325
Updated
2021/12/16
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(2R-cis)-5-(4-aMino-2-oxo-1(2H)-pyriMidinyl)-1,3-oxathiolane-2-carboxylic Acid Chemical Properties,Usage,Production

Uses

Lamivudine Acid (Lamivudine EP Impurity A) is an impurity of Lamivudine (L172500). Impurity A per European Pharmacopoeia.

Synthesis

Preparation of lamivudine impurity A lamivudine acid: 100 ml of methanol-water solution (1:1) was added to a 250 ml round-bottomed flask, 50 ml of 25% aqueous sodium hydroxide solution was added, and 5S-cytosine-1’- 1,3-oxathiolane-2-carboxylic acid-(1’R,2’S,5’R) menthyl ester (CME) 20g, stirred at 25??. The reaction was carried out for 5 h. When the solution was clarified, the reaction was stopped, the organic phase was removed by extraction with dichloromethane, the aqueous phase was collected, the pH was adjusted to 3-4 with dilute hydrochloric acid solution under stirring at 0-5??C, and after stirring for about 20 min, a pale white solid was precipitated, filtered, washed with water, dried and recrystallized to obtain the white crystalline powder lamivudine impurity A, i.e.: (2R-cis)-5-(4-aMino-2-oxo-1(2H)-pyriMidinyl)-1,3-oxathiolane-2-carboxylic Acid (abbreviation: lamivudine acid), HPLC purity >98%.

(2R-cis)-5-(4-aMino-2-oxo-1(2H)-pyriMidinyl)-1,3-oxathiolane-2-carboxylic Acid Preparation Products And Raw materials

Raw materials

Preparation Products

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(2R-cis)-5-(4-aMino-2-oxo-1(2H)-pyriMidinyl)-1,3-oxathiolane-2-carboxylic Acid Suppliers

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View Lastest Price from (2R-cis)-5-(4-aMino-2-oxo-1(2H)-pyriMidinyl)-1,3-oxathiolane-2-carboxylic Acid manufacturers

Moxin Chemicals
Product
Lamivudine Impurities 173829-09-9
Price
US $0.00-0.00/mg
Min. Order
10mg
Purity
95%+
Supply Ability
10000000
Release date
2025-05-21

173829-09-9, (2R-cis)-5-(4-aMino-2-oxo-1(2H)-pyriMidinyl)-1,3-oxathiolane-2-carboxylic AcidRelated Search:

3-Chloro TirofiBan 2-hydroxy-5-((4-oxo-3,4-dihydrophthalazin-1-yl)methyl)benzonitrile N-(2,6-dimethylphenyl)-2-((2,6-dimethylphenyl)amino)acetamide 1,2-Cyclopentanediol, 3-[7-aMino-5-(propylthio)-3H-1,2,3-triazolo[4,5-d]pyriMidin-3-yl]-5-(2-hydroxyethoxy)-, (1S,2S,3R,5S)- Tirofiban hydrochloride Impurity 6 Olaparib impurity 1 3-((4-Oxo-3,4-dihydrophthalazin-1-yl)methyl)benzoic acid Ticagrelor Sulfone lignocaine N-oxide 4-amino-1-((2R,3R,5S)-2-(hydroxymethyl)-3-oxido-1,3-oxathiolan-5-yl)pyrimidin-2(1H)-one 5'-Epi-LaMivudine lamivudine sulfoxide Aids004768 Lamivudine Lamivudine Impurity 1 ent-LaMivudine Cytosine Salicylic acid

  • (2R,5S)-5-(4-amino-2-oxopyrimidin-1(2H)-yl)-1,3-oxathiolane-2-carboxylic acid
  • (2S,5R)-5-(4-amino-2-oxopyrimidin-1(2H)-yl)-1,3-oxathiolane-2-carboxylic acid
  • (2R-cis)-5-(4-aMino-2-oxo-1(2H)-pyriMidinyl)-1,3-oxathiolane-2-carboxylic Acid
  • LaMivudine Acid
  • Lamivudine Impurity 1(Lamivudine EP Impurity A)
  • Lamivudine EP IMP A
  • 1,3-Oxathiolane-2-carboxylic acid, 5-(4-amino-2-oxo-1(2H)-pyrimidinyl)-, (2R,5S)-
  • Lamivudine EP Impurity A (Lamivudine Acid)
  • Lamivudine EP Impurity AQ: What is Lamivudine EP Impurity A Q: What is the CAS Number of Lamivudine EP Impurity A Q: What is the storage condition of Lamivudine EP Impurity A Q: What are the applications of Lamivudine EP Impurity A
  • Lamivudine ImpurityⅠ:(LaMivudine Acid)(2R,5S)-5-(4-amino-2-oxopyrimidin-1(2H)-yl)-1,3-oxathiolane-2-carboxylic acid
  • Lamivudine Impurit Ⅰ:(LaMivudine Acid)(2R,5S)-5-(4-amino-2-oxopyrimidin-1(2H)-yl)-1,3-oxathiolane-2-carboxylic acid
  • Lamivudine Carboxylic Impurity
  • Lamivudine Impurity Ⅰ (Lamivudine-carboxylic acid)
  • Lamivudine EP Impurity A (2R,5S-Isomer)
  • Lamivudine EP Impurity A / Lamivudine Carboxylic Impurity
  • Lamivudine EP Impurity A(2R,5S)Monomer
  • Lamivudine Imp. A (EP): (2R-cis)-5-(4-amino-2-oxo-1(2H)-pyrimidinyl)-1,3-oxathiolane-2-carboxylic Acid
  • 173829-09-9