Pentamidine

Modify Date: 2024-01-02 09:03:14

Pentamidine structure	Common Name	Pentamidine
	CAS Number	100-33-4	Molecular Weight	340.419
	Density	1.2±0.1 g/cm3	Boiling Point	539.4±60.0 °C at 760 mmHg
	Molecular Formula	C₁₉H₂₄N₄O₂	Melting Point	186ºC (dec.)
	MSDS	N/A	Flash Point	280.0±32.9 °C

Use of Pentamidine

Pentamidine(MP-601205) is an antimicrobial agent.Target: AntiparasiticPentamidine has a potent in vitro antiprotozoal activity. Pentamidine displays cytotoxic activity against L. infantum promastigotes with IC50 of 2.5 μM. 2.5 μM Pentamidine induces early programmed cell death in 49.6% of L. infantum promastigotes. 2.5 μM Pentamidine induces a notorious decrease in promastigotes in both G1 and S phases relative to the control-untreated samples (G1:77.0 vs 15.0%; S:11.0 vs 2.4% for control- and pentamidine-treated promastigotes, resp). Pentamidine is able to bind with calf-thymus DNA (CT-DNA) and induces conformational changes in the DNA double helix. Pentamidine also binds with ubiquitin to modifiy the β-cluster of ubiquitin [1]. Pentamidine is an inhibitor of phosphatase of regenerating liver (PRLs). 1 μg/mL of Pentamidine complete inhibits the activity of recombinant PTP1B in dephosphorylating a phos-photyrosine peptide. 10 μg/mL of Pentamidine completely inhibits the activities of recombinant PRL-1, PRL-2 and PRL-3 in dephosphorylating a phosphotyrosine peptide substrate. Incubation with Pentamidine (1 μg/mL) for 48 h reduces the activity of intracellular PRL phosphatases in transfected NIH3T3 cells by more than 85%. 10 μg/mL Pentamidine completely inhibits the growth of melanoma cell line (WM9), prostate carcinoma cell line (DU145 and C4-2), ovarian carcinoma cell line (Hey), colon carcinoma cell line (WM480), and lung carcinoma cell line (A549) which all express endogenous PRLs [2].

Name	pentamidine
Synonym	More Synonyms

Description	Pentamidine(MP-601205) is an antimicrobial agent.Target: AntiparasiticPentamidine has a potent in vitro antiprotozoal activity. Pentamidine displays cytotoxic activity against L. infantum promastigotes with IC50 of 2.5 μM. 2.5 μM Pentamidine induces early programmed cell death in 49.6% of L. infantum promastigotes. 2.5 μM Pentamidine induces a notorious decrease in promastigotes in both G1 and S phases relative to the control-untreated samples (G1:77.0 vs 15.0%; S:11.0 vs 2.4% for control- and pentamidine-treated promastigotes, resp). Pentamidine is able to bind with calf-thymus DNA (CT-DNA) and induces conformational changes in the DNA double helix. Pentamidine also binds with ubiquitin to modifiy the β-cluster of ubiquitin [1]. Pentamidine is an inhibitor of phosphatase of regenerating liver (PRLs). 1 μg/mL of Pentamidine complete inhibits the activity of recombinant PTP1B in dephosphorylating a phos-photyrosine peptide. 10 μg/mL of Pentamidine completely inhibits the activities of recombinant PRL-1, PRL-2 and PRL-3 in dephosphorylating a phosphotyrosine peptide substrate. Incubation with Pentamidine (1 μg/mL) for 48 h reduces the activity of intracellular PRL phosphatases in transfected NIH3T3 cells by more than 85%. 10 μg/mL Pentamidine completely inhibits the growth of melanoma cell line (WM9), prostate carcinoma cell line (DU145 and C4-2), ovarian carcinoma cell line (Hey), colon carcinoma cell line (WM480), and lung carcinoma cell line (A549) which all express endogenous PRLs [2].
Related Catalog	Signaling Pathways >> Anti-infection >> Parasite Research Areas >> Infection
References	[1]. Nguewa, P.A., et al., Pentamidine is an antiparasitic and apoptotic drug that selectively modifies ubiquitin. Chem Biodivers, 2005. 2(10): p. 1387-400. [2]. Pathak, M.K., et al., Pentamidine is an inhibitor of PRL phosphatases with anticancer activity. Mol Cancer Ther, 2002. 1(14): p. 1255-64.

Description

Related Catalog

Signaling Pathways >> Anti-infection >> Parasite

Research Areas >> Infection

References

[1]. Nguewa, P.A., et al., Pentamidine is an antiparasitic and apoptotic drug that selectively modifies ubiquitin. Chem Biodivers, 2005. 2(10): p. 1387-400.

[2]. Pathak, M.K., et al., Pentamidine is an inhibitor of PRL phosphatases with anticancer activity. Mol Cancer Ther, 2002. 1(14): p. 1255-64.

Density	1.2±0.1 g/cm3
Boiling Point	539.4±60.0 °C at 760 mmHg
Melting Point	186ºC (dec.)
Molecular Formula	C₁₉H₂₄N₄O₂
Molecular Weight	340.419
Flash Point	280.0±32.9 °C
Exact Mass	340.189911
PSA	118.20000
LogP	2.47
Vapour Pressure	0.0±1.4 mmHg at 25°C
Index of Refraction	1.593
Storage condition	-20°C Freezer, Under Inert Atmosphere

CHEMICAL IDENTIFICATION

RTECS NUMBER :: CV6475000

CHEMICAL NAME :: Benzamidine, 4,4'-(pentamethylenedioxy)di-

CAS REGISTRY NUMBER :: 100-33-4

BEILSTEIN REFERENCE NO. :: 3159790

LAST UPDATED :: 199612

DATA ITEMS CITED :: 5

MOLECULAR FORMULA :: C19-H24-N4-O2

MOLECULAR WEIGHT :: 340.47

WISWESSER LINE NOTATION :: MUYZR DO5OR DYZUM

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Intramuscular

SPECIES OBSERVED :: Human - man

DOSE/DURATION :: 28 mg/kg/1W-I

TOXIC EFFECTS :: Kidney, Ureter, Bladder - changes in tubules (including acute renal failure, acute tubular necrosis) Nutritional and Gross Metabolic - body temperature increase

REFERENCE :: AIMDAP Archives of Internal Medicine. (AMA, 535 N. Dearborn St., Chicago, IL 60610) V.1- 1908- Volume(issue)/page/year: 145,2247,1985

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Parenteral

SPECIES OBSERVED :: Human - man

DOSE/DURATION :: 4 mg/kg/3D

TOXIC EFFECTS :: Behavioral - general anesthetic Behavioral - convulsions or effect on seizure threshold Nutritional and Gross Metabolic - body temperature increase

REFERENCE :: LANCAO Lancet. (7 Adam St., London WC2N 6AD, UK) V.1- 1823- Volume(issue)/page/year: 246,338,1944

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Parenteral

SPECIES OBSERVED :: Human - woman

DOSE/DURATION :: 4 mg/kg

TOXIC EFFECTS :: Endocrine - hypoglycemia

REFERENCE :: AIMEAS Annals of Internal Medicine. (American College of Physicians, 4200 Pine St., Philadelphia, PA 19104) V.1- 1927- Volume(issue)/page/year: 99,128,1983

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

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 50 mg/kg

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

REFERENCE :: JMCMAR Journal of Medicinal Chemistry. (American Chemical Soc., Distribution Office Dept. 223, POB POB 57136, West End Stn., Washington, DC 20037) V.6- 1963- Volume(issue)/page/year: 18,794,1975

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

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Mammal - species unspecified

DOSE/DURATION :: 100 mg/kg

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

REFERENCE :: BSCFAS Bulletin de la Societe Chimique de France. (CDR-Centrale des Revues, 11, rue Gossin, F-92543 Montrouge Cedex, France) V.1- 1864- Volume(issue)/page/year: -,376,1968

Hazard Codes	Xi
RIDADR	UN 3249
Packaging Group	III
Hazard Class	6.1(b)
HS Code	2925290090

1,5-Dibromopentane

CAS#:111-24-0

Pentamidine

CAS#:100-33-4

Literature: Journal of Medicinal Chemistry, , vol. 33, # 4 p. 1252 - 1257

Benzonitrile,4,...

CAS#:7467-71-2

Pentamidine

CAS#:100-33-4

Literature: Journal of Medicinal Chemistry, , vol. 33, # 4 p. 1252 - 1257

4-Hydroxybenzon...

CAS#:767-00-0

Pentamidine

CAS#:100-33-4

Literature: Journal of Medicinal Chemistry, , vol. 33, # 4 p. 1252 - 1257

Precursor 3
CAS#:111-24-0 1,5-Dibromopentane CAS#:7467-71-2 Benzonitrile,4,... CAS#:767-00-0 4-Hydroxybenzon...
DownStream 0

HS Code	2925290090
Summary	2925290090 other imines and their derivatives; salts thereof。Supervision conditions:None。VAT:17.0%。Tax rebate rate:9.0%。MFN tariff:6.5%。General tariff:30.0%

4,4'-[Pentane-1,5-diylbis(oxy)]dibenzenecarboximidamide

4,4'-(Pentane-1,5-diylbis(oxy))dibenzimidamide

pentamidine

Benzenecarboximidamide, 4,4'-(1,5-pentanediylbis(oxy))bis-

EINECS 202-841-0

Benzenecarboximidamide, 4,4'-[1,5-pentanediylbis(oxy)]bis-

4,4'-[1,5-Pentanediylbis(oxy)]dibenzenecarboximidamide

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China
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China
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Zhejiang Hangyu API Co., Ltd
China
Product Name: Pentamidine
Price: ￥Inquiry/1kg
Purity: 99.5%
Stocking Period: Inquiry
Contact: Vinnie

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Pentamidine

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