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Pentostatin

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Name

Pentostatin

EINECS N/A
CAS No. 53910-25-1 Density 1.81 g/cm3
PSA 112.13000 LogP -1.41540
Solubility Soluble to 100 mM in Water and to 75 mM in DMSO Melting Point 220 ºC
Formula C11H16N4O4 Boiling Point 646 ºC at 760 mmHg
Molecular Weight 268.272 Flash Point 344.5 ºC
Transport Information N/A Appearance White crystals
Safety Risk Codes 22
Molecular Structure Molecular Structure of 53910-25-1 (PENTOSTATIN) Hazard Symbols Xn
Synonyms

Imidazo[4,5-d][1,3]diazepin-8-ol,3-(2-deoxy-b-D-erythro-pentofuranosyl)-3,4,7,8-tetrahydro-,(R)-;2'-DCF;2'-Deoxycoformycin;2'-Dexoycoformycin;CI 825;CL 67310465;Cl825;Co-V;Co-Vidarabine;Coforin;Deaminase inhibitor;Deoxycoformycin;NSC218321;NSC 247520;Nipent;PD-ADI;Pentostatin;Vira A deaminase inhibitor;

Article Data 10

Pentostatin Specification

The IUPAC name of (8R)-3-[(2R,4S,5R)-4-Hydroxy-5-(hydroxymethyl)oxolan-2-yl]-7,8-dihydro-4H-imidazo[4,5-d][1,3]diazepin-8-ol is (8R)-3-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-7,8-dihydro-4H-imidazo[4,5-d][1,3]diazepin-8-ol. With the CAS registry number 53910-25-1, it is also named as Pentostatin. The product's classification codes are Antineoplastic Agents; Drug / Therapeutic Agent; Enzyme Inhibitors; Human Data; Potentiator; Reproductive Effect, and the other registry numbers are 59979-24-7; 63677-95-2; 69196-00-5; 70865-77-9. Besides, this chemical is white crystals, which is soluble to 100 mM in water and to 75 mM in DMSO.

The other characteristics of this product can be summarized as: (1)ACD/LogP: -3.50; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -4.16; (4)ACD/LogD (pH 7.4): -3.88; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 1; (8)ACD/KOC (pH 7.4): 1; (9)H bond acceptors: 8; (10)H bond donors: 4; (11)Freely Rotating Bonds: 5; (12)Index of Refraction: 1.793; (13)Molar Refractivity: 62.65 cm3; (14)Molar Volume: 147.4 cm3; (15)Surface Tension: 82.3 dyne/cm; (16)Density: 1.81 g/cm3; (17)Flash Point: 344.5 °C; (18)Melting Point: 220 °C; (19)Enthalpy of Vaporization: 100.14 kJ/mol; (20)Boiling Point: 646 °C at 760 mmHg; (21)Vapour Pressure: 1.43E-17 mmHg at 25 °C.

Mass Production of (8R)-3-[(2R,4S,5R)-4-Hydroxy-5-(hydroxymethyl)oxolan-2-yl]-7,8-dihydro-4H-imidazo[4,5-d][1,3]diazepin-8-ol: it can be produced by dipping or submerged culturing of Streptomyces antibioticus. Frist, you can embed culture medium in water-soluble nutrient solution which has been sterilized. Then you can aerate and stir until the culture solution appear Pentostatin. After separation and purification, you can get this chemical.

Uses of (8R)-3-[(2R,4S,5R)-4-Hydroxy-5-(hydroxymethyl)oxolan-2-yl]-7,8-dihydro-4H-imidazo[4,5-d][1,3]diazepin-8-ol: this chemical is classified as a purine analog, which is a type of antimetabolite. It also has been used to treat hairy cell leukemia. In addition, it is used in CLL patients who have relapsed. And it is used to treat steroid-refractory acute and chronic graft-versus-host disease.

People can use the following data to convert to the molecule structure.
(1)SMILES:n1c3c(n(c1)[C@@H]2O[C@@H]([C@@H](O)C2)CO)N\C=N/C[C@H]3O
(2)InChI:InChI=1/C11H16N4O4/c16-3-8-6(17)1-9(19-8)15-5-14-10-7(18)2-12-4-13-11(10)15/h4-9,16-18H,1-3H2,(H,12,13)/t6-,7+,8+,9+/m0/s1
(3)InChIKey:FPVKHBSQESCIEP-JQCXWYLXBA
(4)Std. InChI:InChI=1S/C11H16N4O4/c16-3-8-6(17)1-9(19-8)15-5-14-10-7(18)2-12-4-13-11(10)15/h4-9,16-18H,1-3H2,(H,12,13)/t6-,7+,8+,9+/m0/s1
(5)Std. InChIKey:FPVKHBSQESCIEP-JQCXWYLXSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LDLo intravenous 360mg/kg (360mg/kg) SENSE ORGANS AND SPECIAL SENSES: MIOSIS (PUPILLARY CONSTRICTION): EYE

GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS

GASTROINTESTINAL: NAUSEA OR VOMITING
Kiso to Rinsho. Clinical Report. Vol. 24, Pg. 7888, 1990.
mouse LD50 intravenous 122mg/kg (122mg/kg) BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
National Technical Information Service. Vol. PB84-211424,
mouse LD50 oral 227mg/kg (227mg/kg) KIDNEY, URETER, AND BLADDER: HEMATURIA Kiso to Rinsho. Clinical Report. Vol. 24, Pg. 7888, 1990.
women LDLo unreported 390mg/kg/3D-I (390mg/kg) KIDNEY, URETER, AND BLADDER: "CHANGES IN TUBULES (INCLUDING ACUTE RENAL FAILURE, ACUTE TUBULAR NECROSIS)"

BLOOD: THROMBOCYTOPENIA

BLOOD: OTHER HEMOLYSIS WITH OR WITHOUT ANEMIA
Internal Medicine. Vol. 34, Pg. 593, 1995.

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