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MedKoo product information:
Glyciphosphoramide
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MedKoo Code#: 100414
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Name:
Glyciphosphoramide
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CAS#: 7568-40-3
Synonym: BRN
2012594; M 25; LS-72312; Z-6202; M
256202; M-25,6202. Chemical name: *N,N'-((Bis(2-chloroethyl)amino)phosphinylidene)diglycine
diethyl ester; *Glycine, N,N'-((bis(2-chloroethyl)amino)phosphinylidene)di-,
diethyl ester.
IUPAC/Chemical name:
2-[[bis(2-chloroethyl)amino-[(2-ethoxy-2-oxoethyl)amino]phosphanyl]
amino]acetate
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Chemical structure:
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Theoretical analysis
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Chemical Formula: C12H24Cl2N3O4P
Exact Mass: 375.08815
Molecular Weight: 376.21
m/z: 375.08815 (100.0%), 377.08520 (63.9%),
376.09150 (13.0%), 379.08225 (10.2%), 378.08855 (8.3%),
380.08560 (1.3%), 376.08518 (1.1%)
Elemental Analysis: C, 38.31; H, 6.43; Cl,
18.85; N, 11.17; O, 17.01; P, 8.23
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Quality control
data:
Product will be shipped with
supporting analytical data.
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Information about this agent
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The antitumor activity of oral glyciphosphoramide was
demonstrated in tumor-bearing animals (mice, rats, and dogs). In
mice, the LD50 for oral and i.p. I were 580 and 360 mg/kg, resp. The
max. tolerated dose of I in dogs was 20 mg/kg/day. In normal rats,
14C-radioactivity in blood reached its peak 8 h after oral
administration of I-14C. The tissue distribution of I-14C in normal
and tumor-bearing rats was similar, the radioactivity being highest
in liver, kidney, and gastrointestinal tract and tumor tissue. The
cumulative excretion of 14C-radioactivity in urine and feces was
32.54% within 96 h. see: Zhongguo Yixue Kexueyuan Xuebao (1984),
6(5), 334-7.
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CAN 149:315549 AN 2008:958510
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8. Yang, Jinghua; Xie, Lan; Hou, Depang. Total synthesis of N,N-Bis( -chloro-
, -dideuteroethyl)-N',N''-di(carboethoxymethyl)phosphorotriamide.
Chinese Chemical Letters (1993), 4(1), 3-4. CODEN: CCLEE7
ISSN:1001-8417. CAN 120:191852 AN 1994:191852
9. Wang, W. J.; Bai, J. Y.; Zhu, X. Y. Determination of
glyciphosphoramide and its metabolite in plasma and the pharmacokinetics
in rats after oral administration. Yaoxue Xuebao (1993), 28(10), 738-43.
CODEN: YHHPAL ISSN:0513-4870. CAN 120:22989 AN 1994:22989
10. Han, Jui; Sun, Yan. Topical application of glyciphosphoramide for
treatment of cancer. U.S. (1989), 4 pp. CODEN: USXXAM US 4826830 A
19890502 CAN 111:33679 AN 1989:433679
11. He, Shi; Ji, Xiujuan; Zhu Tianxi; Wang, Naigong; Su, Xiuling; Cao,
Fuzhen; Pan, Zhenkun; Li, Zhanrong; Bao, Tiantong; Han, Rui. Antitumor
effect and pharmacology of glyciphosphoramide. Zhongguo Yixue Kexueyuan
Xuebao (1984), 6(5), 334-7. CODEN: CIHPDR ISSN:0253-3774. CAN 102:160101
AN 1985:160101
12. Kuz'menko, I. I. Amino acids containing N,N-bis(chloroethyl)-amino-
and ethyleniminophosphoryl groups. Fiziologicheski Aktivnye Veshchestva
(1966-1992) (1966), 78-82. CODEN: FAVUAI ISSN:0533-1153. CAN 67:117242
AN 1967:517242
13. Sung, Wei-Liang; Hou, Shang-Chou; Chao, Han-Fei; Yang, Ching-Hua;
Ku, Hsiao Hsien. Potential anticancer agents. III. Preparation of amino
acid derivatives of bis( -chloroethyl)phosphoramidic dichloride. Yaoxue
Xuebao (1966), 13(2), 126-30. CODEN: YHHPAL ISSN:0513-4870. CAN 65:38766
AN 1966:438766
14. 2-Acetamido-2-deoxy- -D-glucosides. (1966), 10 pp. NL 6512948
19660407 CAN 65:38765 AN 1966:438765
15. Sorm, Frantisek; Farkas, Jiri. 5-[Bis-( -chloroethyl)aminomethyl]
uridine hydrochloride. (1965), 3 pp. CS 116559 19651115 CAN 65:38764 AN
1966:438764
16. Wang Z Y Clinical evaluation of glyciphosphoramide used alone and in
combination with other drugs. Zhonghua zhong liu za zhi [Chinese journal
of oncology] (1984), 6(5), 379-81.
17. Sun Y Clinical phase II trial of a new antineoplastic drug,
glyciphosphoramide (GPM). Zhonghua zhong liu za zhi [Chinese journal of
oncology] (1984), 6(5), 375-8.
18. Sun Y Clinical phase I trial of a new anti-neoplastic drug--glyciphosphoramide.
Zhonghua zhong liu za zhi [Chinese journal of oncology] (1984), 6(4),
293-5.
19. Guo J Y; Huang L; Tian S H; Zhao Q R Synthesis of the 14C labelled
anticancer agent: N,N-bis(beta-chloroethyl)-N',N"-di(carboethoxy-[14C]
methyl)-phosphorotriamide. Zhongguo yi xue ke xue yuan xue bao. Acta
Academiae Medicinae Sinicae (1984), 6(4), 295-7.
20. Sun Y Clinical phase II trial of a new antineoplastic drug--glyciphosphoramide.
Zhongguo yi xue ke xue yuan xue bao. Acta Academiae Medicinae Sinicae
(1984), 6(4), 273-6.
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