6-chloropurine

Modify Date: 2024-01-02 09:26:48

6-chloropurine Structure
6-chloropurine structure
 Common Name 6-chloropurine
CAS Number 87-42-3 Molecular Weight 154.557
Density 1.7±0.1 g/cm3 Boiling Point 449.6±25.0 °C at 760 mmHg
Molecular Formula C5H3ClN4 Melting Point >300 °C (dec.)(lit.)
MSDS Chinese USA Flash Point 258.2±8.8 °C
Symbol GHS07
GHS07		 Signal Word Warning

 Use of 6-chloropurine


6-Chloropurine is a building block in chemical synthesis. Intermediate in the preparation of 9-alkylpurines and 6-rnercaptopurine. Antitumor activities[1].

 Names

Name 6-chloro-7H-purine
Synonym More Synonyms

 6-chloropurine Biological Activity

Description 6-Chloropurine is a building block in chemical synthesis. Intermediate in the preparation of 9-alkylpurines and 6-rnercaptopurine. Antitumor activities[1].
Related Catalog
In Vivo 6-Chloropurine to S-(6-punnyl)glutathione and further metabolism of S-(6-punnyl)glutathione to 6-mercaptopunne may be involved in the mechanism of the 6-Chloropurine-induced antitumor activity[1]. 6-chloropurine and azaserine have been shown to have synergic antitumor properties in a variety of mouse neoplasms when administered simultaneously[1].
References

[1]. Hwang IY, et al. Detection and mechanisms of formation of S-(6-purinyl)glutathione and 6-mercaptopurine in rats given 6-chloropurine. J Pharmacol Exp Ther. 1993 Jan;264(1):41-6.

[2]. Sartorelli AC, et al. Comparative studies on the in vivo action of 6-chloropurine, 6-chloropurine ribonucleoside, and 6-chloro-9-ethylpurine on sarcoma 180 ascites cells. J Pharmacol Exp Ther. 1961 Oct;134:123-8.

 Chemical & Physical Properties

Density 1.7±0.1 g/cm3
Boiling Point 449.6±25.0 °C at 760 mmHg
Melting Point >300 °C (dec.)(lit.)
Molecular Formula C5H3ClN4
Molecular Weight 154.557
Flash Point 258.2±8.8 °C
Exact Mass 154.004623
PSA 54.46000
LogP 0.13
Vapour Pressure 0.0±1.1 mmHg at 25°C
Index of Refraction 1.740
Storage condition 2-8°C
Water Solubility 5 g/L

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
UO7520000
CHEMICAL NAME :
Purine, 6-chloro-
CAS REGISTRY NUMBER :
87-42-3
LAST UPDATED :
199410
DATA ITEMS CITED :
11
MOLECULAR FORMULA :
C5-H3-Cl-N4
MOLECULAR WEIGHT :
154.57
WISWESSER LINE NOTATION :
T56 BM DN FN HNJ IG

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
400 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 :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
720 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 :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
132 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 :
Subcutaneous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
514 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD10 - Lethal Dose
ROUTE OF EXPOSURE :
Unreported
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
230 mg/kg
TOXIC EFFECTS :
Blood - changes in bone marrow (not otherwise specified)
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Bird - quail
DOSE/DURATION :
>316 mg/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 :
Intraperitoneal
DOSE :
100 mg/kg
SEX/DURATION :
female 7 day(s) after conception
TOXIC EFFECTS :
Reproductive - Fertility - post-implantation mortality (e.g. dead and/or resorbed implants per total number of implants)

MUTATION DATA

TYPE OF TEST :
Host-mediated assay
TEST SYSTEM :
Rodent - mouse Bacteria - Salmonella typhimurium
DOSE/DURATION :
25 mg/kg
REFERENCE :
MUREAV Mutation Research. (Elsevier Science Pub. B.V., POB 211, 1000 AE Amsterdam, Netherlands) V.1- 1964- Volume(issue)/page/year: 26,455,1974 *** REVIEWS *** TOXICOLOGY REVIEW CLPTAT Clinical Pharmacology and Therapeutics (St. Louis). (C.V. Mosby Co., 11830 Westline Industrial Dr., St. Louis, MO 63146) V.1- 1960- Volume(issue)/page/year: 5,480,1964

 Safety Information

Symbol GHS07
GHS07
Signal Word Warning
Hazard Statements H302
Personal Protective Equipment dust mask type N95 (US);Eyeshields;Gloves
Hazard Codes Xn:Harmful
Risk Phrases R22;R36/37/38
Safety Phrases S26-S36-S36/37/39
RIDADR NONH for all modes of transport
WGK Germany 3
RTECS UO7520000
HS Code 2933990090

 Synthetic Route

Hypoxanthine structure

Hypoxanthine

CAS#:68-94-0

~86%

6-chloropurine Structure

6-chloropurine

CAS#:87-42-3

Literature: Organic and Biomolecular Chemistry, , vol. 2, # 5 p. 665 - 670
6-[2-(ethoxycarbonyl)methyl]-9-(tetrahydropyran-2-yl)-9H-purine structure

6-[2-(ethoxycar...

CAS#:948037-39-6

~92%

6-chloropurine Structure

6-chloropurine

CAS#:87-42-3

Literature: Tetrahedron Letters, , vol. 48, # 32 p. 5589 - 5592
9-((3aR,4R,6R,6aR)-6-(((tert-butyldimethylsilyl)oxy)methyl)-4-(fluoromethyl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)-6-chloro-9H-purine structure

9-((3aR,4R,6R,6...

CAS#:1062217-31-5

~0%

(2R,3R,4S,5R)-2-(6-chloro-9H-purin-9-yl)-2-(fluoromethyl)-5-(hydroxymethyl)tetrahydrofuran-3,4-diol structure

(2R,3R,4S,5R)-2...

CAS#:1062217-44-0

((3aR,4R,6R,6aR)-6-(6-chloro-9H-purin-9-yl)-6-(fluoromethyl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methanol structure

((3aR,4R,6R,6aR...

CAS#:1062217-36-0

6-chloropurine Structure

6-chloropurine

CAS#:87-42-3

Literature: Nucleosides, Nucleotides and Nucleic Acids, , vol. 26, # 10-12 p. 1431 - 1434
N/A structure

N/A

CAS#:917239-30-6

~%

6-chloropurine Structure

6-chloropurine

CAS#:87-42-3

Literature: Nucleosides, Nucleotides and Nucleic Acids, , vol. 24, # 10-12 p. 1707 - 1727
2,6-Dihydroxypurine structure

2,6-Dihydroxypurine

CAS#:69-89-6

~%

6-chloropurine Structure

6-chloropurine

CAS#:87-42-3

Literature: Russian Journal of Organic Chemistry, , vol. 38, # 7 p. 1053 - 1055
9-(1-Ethoxyethyl-1)-6-chloropurine structure

9-(1-Ethoxyethy...

CAS#:33441-77-9

~%

6-chloropurine Structure

6-chloropurine

CAS#:87-42-3

Literature: Tetrahedron, , vol. 43, # 6 p. 1133 - 1140
6-chloropurine-2'-deoxyriboside structure

6-chloropurine-...

CAS#:4594-45-0

~%

6-chloropurine Structure

6-chloropurine

CAS#:87-42-3

Literature: Tetrahedron, , vol. 43, # 6 p. 1133 - 1140

 Customs

HS Code 2933990090
Summary 2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

 Articles33

More Articles
Synthesis of modified homo-N-nucleosides from the reactions of mesityl nitrile oxide with 9-allylpurines and their influence on lipid peroxidation and thrombin inhibition

Bioorg. Med. Chem. Lett. 19 , 6433-6, (2009)

The synthesized compounds act as lipid peroxidation inhibitors and potent thrombin inhibitors.

The synthesis of novel fluorescent purine analogues modified by azacrown ether at C6

Bioorg. Med. Chem. Lett. 20(10) , 3098-102, (2010)

The synthesis and fluorescence properties of novel purine analogues linked azacrown ether at C6 position were investigated. These new purine analogues could be prepared from a series of 6-chloropurine...

Evidence for Watson-Crick and not Hoogsteen or wobble base pairing in the selection of nucleotides for insertion opposite pyrimidines and a thymine dimer by yeast DNA pol eta.

Biochemistry 44(12) , 4850-60, (2005)

We have recently reported that pyrene nucleotide is preferentially inserted opposite an abasic site, the 3'-T of a thymine dimer, and most undamaged bases by yeast DNA polymerase eta (pol eta). Becaus...

 Synonyms

7H-Purine, 6-chloro-
5-chloropurine
1H-purine, 6-chloro-
1H-6-chloropurine
Purine,6-chloro
MFCD00075825
1H-Purine,6-chloro
6-Chloropurine
6-Chloro-1H-purine
chloropurine,6
EINECS 201-745-6
6-Chlorpurine
6-CP
6-CHLORO-9H-PURINE
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Chemsrc provides 6-chloropurine(CAS#:87-42-3) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. Articles of 6-chloropurine are included as well.>> amp version: 6-chloropurine

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