7-Deazaadenosine(Tubercidin)

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Names

[ CAS No. ]:
69-33-0

[ Name ]:
7-Deazaadenosine(Tubercidin)

[Synonym ]:
EINECS 200-703-4
Tubercidine
sparsomycina
7H-pyrrolo[2,3-d]pyrimidin-4-amine, 7-β-D-ribofuranosyl-
MFCD00056012
TUBERCIDIN
4-amino-7-(D-ribofuranosyl)-7H-pyrrolo{2,3-d}pyrimidine
7-Deazaadenosine
Sparsomycine A

Chemical & Physical Properties

[ Density]:
1.9±0.1 g/cm3

[ Boiling Point ]:
648.8±55.0 °C at 760 mmHg

[ Melting Point ]:
247-248 °C (decomp)

[ Molecular Formula ]:
C11H14N4O4

[ Molecular Weight ]:
266.253

[ Flash Point ]:
346.2±31.5 °C

[ Exact Mass ]:
266.101501

[ PSA ]:
126.65000

[ LogP ]:
-0.12

[ Vapour Pressure ]:
0.0±2.0 mmHg at 25°C

[ Index of Refraction ]:
1.834

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
UY8870000
CHEMICAL NAME :
7H-Pyrrolo(2,3-d)pyrimidine, 4-amino-7-beta-D-ribofuranosyl-
CAS REGISTRY NUMBER :
69-33-0
BEILSTEIN REFERENCE NO. :
0038498
LAST UPDATED :
199612
DATA ITEMS CITED :
13
MOLECULAR FORMULA :
C11-H14-N4-O4
MOLECULAR WEIGHT :
266.29
WISWESSER LINE NOTATION :
T56 BN GN INJ FZ I- BT5OTJ CQ DQ E1Q

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 :
16 mg/kg
TOXIC EFFECTS :
Lungs, Thorax, or Respiration - pleural effusion Gastrointestinal - other changes Lungs, Thorax, or Respiration - pleural effusion
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
1 mg/kg
TOXIC EFFECTS :
Lungs, Thorax, or Respiration - pleural effusion Gastrointestinal - peritonitis Liver - other changes
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
28320 ug/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 :
6 mg/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 :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
45 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Mammal - dog
DOSE/DURATION :
48 mg/kg
TOXIC EFFECTS :
Gastrointestinal - hypermotility, diarrhea Skin and Appendages - dermatitis, other (after systemic exposure) Nutritional and Gross Metabolic - weight loss or decreased weight gain
TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Mammal - dog
DOSE/DURATION :
48 mg/kg
TOXIC EFFECTS :
Gastrointestinal - hypermotility, diarrhea Skin and Appendages - dermatitis, other (after systemic exposure) Nutritional and Gross Metabolic - weight loss or decreased weight gain
TYPE OF TEST :
Dominant lethal test

MUTATION DATA

TYPE OF TEST :
Mutation test systems - not otherwise specified
TEST SYSTEM :
Rodent - rabbit Kidney
DOSE/DURATION :
30 ug/L
REFERENCE :
BCPCA6 Biochemical Pharmacology. (Pergamon Press Inc., Maxwell House, Fairview Park, Elmsford, NY 10523) V.1- 1958- Volume(issue)/page/year: 38,1771,1989

Safety Information

[ Symbol ]:

GHS06

[ Signal Word ]:
Danger

[ Hazard Statements ]:
H300

[ Precautionary Statements ]:
P264-P301 + P310

[ Personal Protective Equipment ]:
Eyeshields;Faceshields;Gloves;type P2 (EN 143) respirator cartridges

[ Hazard Codes ]:
T+: Very toxic;

[ Risk Phrases ]:
R28

[ Safety Phrases ]:
S45;S36/S37/S39

[ RIDADR ]:
UN 3462 6.1/PG 2

[ WGK Germany ]:
3

[ RTECS ]:
UY8870000

[ Packaging Group ]:
II

[ Hazard Class ]:
6.1(a)

[ HS Code ]:
29419090

Synthetic Route

Precursor & DownStream

Precursor

  • 6-Chloro-7-Deazapurine-Beta-D-Riboside
  • 4-(methylsulfonyl)-7-(β-D-ribofuranosyl)-7H-pyrrolo[2,3-d]pyrimidine
  • 5-O--2,3-O-(1-Methylethylidene)-β-D-ribofuranose
  • 6-Chloro-7-deaza-9-(5'-O-tert-butyldimethylsilyl-2',3'-O-isopropylidene-b-D-ribofuranosyl)purine
  • 4-chloro-2-(methylthio)-7-(β-D-ribofuranosyl)-7H-pyrrolo(2,3-d)pyrimidine
  • 4-Chloro-7H-pyrrolo[2,3-d]pyrimidine
  • 7-[5-O-[(1,1-dimethylethyl)dimethylsilyl]-2,3-O-(1-methylethylidene)-β-D-ribofuranosyl]-4-(methylthio)-7H-pyrrolo[2,3-d]pyrimidine
  • 7H-Pyrrolo[2,3-d]pyrimidine,4-(methylthio)-7-b-D-ribofuranosyl-

DownStream

  • 7H-Pyrrolo[2,3-d]pyrimidine,4-methoxy-7-b-D-ribofuranosyl-
  • 1H-Pyrrolo[2,3-d]pyrimidin-4-amin
  • 1-(4-amino-pyrrolo[2,3-d]pyrimidin-7-yl)-β-D-1-deoxy-ribofuranose
  • 2-(5-dimethylamino-2,4,9-triazabicyclo[4.3.0]nona-2,4,7,10-tetraen-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol
  • Methanimidamide,N,N-dimethyl-N'-(7-b-D-ribofuranosyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)-
  • 7-Deaza-ddA

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Related Compounds

  • 5'-TUMP SODIUM SALT
  • 2-(5-amino-2,4,9-triazabicyclo[4.3.0]nona-1,3,5,7-tetraen-9-yl)-5-(hydroxymethyl)oxolan-3-ol
  • 7H-Pyrrolo(2,3-d)pyrimidin-4-amine, 7-(5-S-methyl-5-thio-beta-D-ribofuranosyl)-
  • Sangivamycin
  • 7-Iodo-2',3'-dideoxy-7-deazaadenosine
  • Hydrazinecarbothioamide,2-[(4-hydroxy-3-iodo-5-methoxyphenyl)methylene]-N-octadecyl-
  • 2-(2-Bromopropanoyl)-3-(trifluoromethoxy)thiophenol
  • 2-(2-Bromopropanoyl)-3-fluorocinnamic acid
  • 2-(2-Bromopropanoyl)-3-ethylbenzoic acid
  • 2-(2-Bromopropanoyl)-4-(trifluoromethylthio)benzylalcohol
  • 2-(2-Bromopropanoyl)-4-(trifluoromethylthio)thiophenol
  • 2-(2-Bromopropanoyl)-3-nitrobenzaldehyde
  • 2-(2-Bromopropanoyl)-3-iodophenylacetic acid
  • 2-(2-Bromopropanoyl)-4-(chloromethyl)cinnamic acid
  • 2-(2-Bromopropanoyl)-4-(trifluoromethoxy)thiophenol
  • 2-(2-Bromopropanoyl)-4-(trifluoromethylthio)benzoic acid
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