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603-00-9

603-00-9 structure
603-00-9 structure

Name 7-(β-Hydroxypropyl)theophylline
Synonyms MFCD00022833
7-(2-hydroxypropyl)-1,3-dimethylpurine-2,6-dione
(1,3-Dimethyl-7-[2-hydroxypropyl]-2,6-dioxopurine)
EINECS 210-028-7
Proxyphylline
7-(2-Hydroxypropyl)theophylline
Description Proxyphylline is a methylxanthine derivative clinical used as cardiac stimulant, vasodilator and bronchodilator.
Related Catalog
In Vitro Proxyphylline has shown vasodilatory and cardiac stimulatory effects. Proxyphylline produces an increase in the coronary flow associated with a definite positive inotropic effect[1]. Proxyphylline inhibits tracheal PDE-activity and half-maximum relaxation of tracheal smooth muscle is obtained with 100 μg/mL proxyphylline[2]
In Vivo In a double-blind cross-over study, proxyphylline exhibits bronchodilatory effect[3]. Proxyphylline inhibits cAMP and cGMP hydrolysis in human lung tissue. The apparent inhibition constant of proxyphylline is 0.06-0.7 mM at low cAMP concentrations and it is 1.0 mM at high cAMP concentrations[3].
References

[1]. Takeda K, et al. Effects of aminophylline, proxyphylline and a proxyphylline-Melilotus extract-rutin mixture(theoesberiven) on the heart and the coronary circulation. Jpn J Pharmacol. 1977 Oct;27(5):709-20.

[2]. Kukovetz WR, et al. Overadditive synergism between theophylline, diprophylline and proxyphylline in tracheal smooth muscle relaxation. Arzneimittelforschung. 1983;33(10):1450-4.

[3]. Rasmussen FV, et al. Pharmacokinetics and bronchodilatory effect of proxyphylline and theophylline. Eur J Respir Dis. 1984 Jan;65(1):20-7.

[4]. Selvig K, et al. Inhibition of human lung cyclic nucleotide phosphodiesterases by proxyphylline, theophylline and their metabolites. Acta Pharmacol Toxicol (Copenh). 1982 Sep;51(3):250-2.

Density 1.46 g/cm3
Boiling Point 487.2ºC
Melting Point 134-136ºC
Molecular Formula C10H14N4O3
Molecular Weight 238.24300
Flash Point 248.5ºC
Exact Mass 238.10700
PSA 82.05000
Index of Refraction 1.664
Storage condition Refrigerator

CHEMICAL IDENTIFICATION

RTECS NUMBER :
XH5907500
CHEMICAL NAME :
Theophylline, 7-(2-hydroxypropyl)-
CAS REGISTRY NUMBER :
603-00-9
LAST UPDATED :
199806
DATA ITEMS CITED :
7
MOLECULAR FORMULA :
C10-H14-N4-O3
MOLECULAR WEIGHT :
238.28
WISWESSER LINE NOTATION :
T56 BN DN FNVNVJ B1YQ1 F1 H1

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 :
460 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
OYYAA2 Oyo Yakuri. Pharmacometrics. (Oyo Yakuri Kenkyukai, CPO Box 180, Sendai 980-91, Japan) V.1- 1967- Volume(issue)/page/year: 19,845,1980
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
445 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
NIIRDN Drugs in Japan (Ethical Drugs). (Yakugyo Jiho Co., Ltd., Tokyo, Japan) Volume(issue)/page/year: 6,720,1982
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
430 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
OYYAA2 Oyo Yakuri. Pharmacometrics. (Oyo Yakuri Kenkyukai, CPO Box 180, Sendai 980-91, Japan) V.1- 1967- Volume(issue)/page/year: 19,845,1980
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
739 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
NIIRDN Drugs in Japan (Ethical Drugs). (Yakugyo Jiho Co., Ltd., Tokyo, Japan) Volume(issue)/page/year: -,1178,1995
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
505 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
ARZNAD Arzneimittel-Forschung. Drug Research. (Editio Cantor Verlag, Postfach 1255, W-7960 Aulendorf, Fed. Rep. Ger.) V.1- 1951- Volume(issue)/page/year: 27,14,1977
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
410 mg/kg
TOXIC EFFECTS :
Behavioral - convulsions or effect on seizure threshold
REFERENCE :
ARZNAD Arzneimittel-Forschung. Drug Research. (Editio Cantor Verlag, Postfach 1255, W-7960 Aulendorf, Fed. Rep. Ger.) V.1- 1951- Volume(issue)/page/year: 6,601,1956
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
475 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
NIIRDN Drugs in Japan (Ethical Drugs). (Yakugyo Jiho Co., Ltd., Tokyo, Japan) Volume(issue)/page/year: -,1178,1995
Symbol GHS07
GHS07
Signal Word Warning
Hazard Statements H302
Precautionary Statements P301 + P312 + P330
Hazard Codes Xn
Risk Phrases 22
Safety Phrases 36
RIDADR NONH for all modes of transport
WGK Germany 3
RTECS XH5907500
HS Code 2939590000

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Literature: Bulletin de la Societe Chimique de France, , p. 1773,1775

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Literature: Journal of Medicinal Chemistry, , vol. 42, # 14 p. 2527 - 2534

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Literature: US2715125 , ;

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Literature: US2715125 , ;

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Literature: Archiv der Pharmazie (Weinheim, Germany), , vol. 292, p. 234,236,237

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603-00-9

Literature: Bulletin de la Societe Chimique de France, , p. 1773,1775
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%