Sorivudine

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Names

[ CAS No. ]:
77181-69-2

[ Name ]:
Sorivudine

[Synonym ]:
Bravavir
Bravavir (tn)
Sorivudin
YN-72
Brovavir
BV-araU

Chemical & Physical Properties

[ Density]:
1.979g/cm3

[ Melting Point ]:
182 °C

[ Molecular Formula ]:
C₁₁H₁₃BrN₂O₆

[ Molecular Weight ]:
349.13500

[ Exact Mass ]:
347.99600

[ PSA ]:
124.78000

[ Index of Refraction ]:
1.746

[ Storage condition ]:
2-8°C

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: UV9009810

CHEMICAL NAME :: 2,4(1H,3H)-Pyrimidinedione, 1-beta-D-arabinofuranosyl-5-(2-bromoethenyl)-, (E)-

CAS REGISTRY NUMBER :: 77181-69-2

LAST UPDATED :: 199503

DATA ITEMS CITED :: 15

MOLECULAR FORMULA :: C11-H13-Br-N2-O6

MOLECULAR WEIGHT :: 349.17

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: >8 gm/kg

TOXIC EFFECTS :: Gastrointestinal - other changes

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: >2 gm/kg

TOXIC EFFECTS :: Behavioral - altered sleep time (including change in righting reflex) Kidney, Ureter, Bladder - other changes in urine composition

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: >2 gm/kg

TOXIC EFFECTS :: Behavioral - altered sleep time (including change in righting reflex) Kidney, Ureter, Bladder - other changes in urine composition

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: >10 gm/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: >3 gm/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: >5 gm/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD - Lethal dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Mammal - dog

DOSE/DURATION :: >5 gm/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 72800 mg/kg/26W-C

TOXIC EFFECTS :: Liver - other changes Endocrine - hyperglycemia Blood - changes in cell count (unspecified)

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 112 gm/kg/4W-I

TOXIC EFFECTS :: Liver - changes in liver weight Kidney, Ureter, Bladder - changes in bladder weight Biochemical - Enzyme inhibition, induction, or change in blood or tissue levels - transaminases

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Mammal - dog

DOSE/DURATION :: 45 gm/kg/4W-C

TOXIC EFFECTS :: Cardiac - EKG changes not diagnostic of specified effects

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Mammal - dog

DOSE/DURATION :: 182 gm/kg/26W-C

TOXIC EFFECTS :: Endocrine - other changes Blood - changes in spleen Related to Chronic Data - death

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

DOSE :: 22 gm/kg

SEX/DURATION :: female 7-17 day(s) after conception

TOXIC EFFECTS :: Reproductive - Fertility - post-implantation mortality (e.g. dead and/or resorbed implants per total number of implants) Reproductive - Specific Developmental Abnormalities - musculoskeletal system Reproductive - Specific Developmental Abnormalities - other developmental abnormalities

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

DOSE :: 500 mg/kg

SEX/DURATION :: female 17-20 day(s) after conception lactating female 21 day(s) post-birth

TOXIC EFFECTS :: Reproductive - Effects on Newborn - live birth index (measured after birth)

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

DOSE :: 1625 mg/kg

SEX/DURATION :: female 6-18 day(s) after conception

TOXIC EFFECTS :: Reproductive - Fertility - post-implantation mortality (e.g. dead and/or resorbed implants per total number of implants) Reproductive - Effects on Embryo or Fetus - fetal death

MUTATION DATA

TYPE OF TEST :: Sister chromatid exchange

TEST SYSTEM :: Human Lymphocyte

DOSE/DURATION :: 200 mg/L

REFERENCE :: LIFSAK Life Sciences. (Pergamon Press Inc., Maxwell House, Fairview Park, Elmsford, NY 10523) V.1-8, 1962-69; V.14- 1974- Volume(issue)/page/year: 38,281,1986

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

1-(2,3,5-tri-O-acetyl-β-D-arabinofuranosyl)-5-(E)-2-(bromovinyl)uracil
(2R,3R,4S,5R)-2-(acetoxymethyl)-5-(5-(2-bromovinyl)-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)tetrahydrofuran-3,4-diyl diacetate

DownStream

Related Compounds

N-(3-Amino-2-methylphenyl)-2-[2-(sec-butyl)-phenoxy]acetamide
N-(3-Amino-2-methylphenyl)-2-(4-methylphenoxy)-butanamide
N-(3-Amino-2-methylphenyl)-2-(4-isopropylphenoxy)-propanamide
N-(4-Amino-2-methylphenyl)-2-(2-methylphenoxy)-butanamide
N-(4-Amino-2-methylphenyl)-2-(4-isopropylphenoxy)-propanamide
N-(4-Aminophenyl)-2-(4-methylphenoxy)butanamide
N-(3-Amino-4-chlorophenyl)-4-(heptyloxy)benzamide
N-(3-amino-4-chlorophenyl)-2-(4-ethylphenoxy)propanamide
N-(4-Aminophenyl)-2-phenoxybutanamide
N-(5-Amino-2-fluorophenyl)-2-(4-methylphenoxy)-butanamide

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