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MedKoo product information:

 Glyciphosphoramide

MedKoo Code#:  100414

Name:  Glyciphosphoramide

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

 

Chemical structure:

Theoretical analysis :

 

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

 

 

Availability and price:

For quotation, question, and order, please send email to sales@medkoo.com to describe your needs. A representative will respond your email shortly. We offer significant discount for larger quantity order.

 

Quality control data:

Product will be shipped with supporting analytical data.

 

 

Information about this agent

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.   

 

References

1. Wu, Wei; Chen, Jian; Qiu, Yiting; Zhang, Bei; Lu, Yi. Pharmaceutical composition containing cyclic peptide nanotubes. Faming Zhuanli Shenqing Gongkai Shuomingshu (2010), 19pp. CODEN: CNXXEV CN 101732699 A 20100616 AN 2010:768262

2. Wu, Wei; Chen, Jian; Qiu, Yiting; Zhang, Bei; Lu, Yi. Pharmaceutical compositions comprising cyclic peptide nanotubes and the uses thereof. PCT Int. Appl. (2010), 33pp. CODEN: PIXXD2 WO 2010051667 A1 20100514 CAN 152:517967 AN 2010:595875

3. Jin, Yiguang; Du, Lina; Zhou, Wenying. Ultrasonically sensitive drug delivery nanoscale bubble. Faming Zhuanli Shenqing Gongkai Shuomingshu (2010), 11pp. CODEN: CNXXEV CN 101683272 A 20100331 CAN 152:485567 AN 2010:402880

4. Cao, Xuetao; Li, Nan; Qiu, Jianming; Jiang, Hualiang; Shen, Xu; Duan, Wenhu. An antitumor small-molecule compound targeting human phosphatidylethanolamine-binding protein 4. Faming Zhuanli Shenqing Gongkai Shuomingshu (2008), 18pp. CODEN: CNXXEV CN 101234113 A 20080806 CAN 149:315549 AN 2008:958510

5. Zhu, Fanghai. Preparation of compositions of solid drug oral oil-in-water emulsion containing edible oil and lecithin. Faming Zhuanli Shenqing Gongkai Shuomingshu (2007), 19pp. CODEN: CNXXEV CN 101066245 A 20071107 CAN 148:39554 AN 2007:1280655

6. Wang, Yongfeng. Preparation of water-soluble temozolomide-8-carboxylic acid derivatives as antitumor agents. Faming Zhuanli Shenqing Gongkai Shuomingshu (2007), 30pp. CODEN: CNXXEV CN 1948313 A 20070418 CAN 146:501090 AN 2007:431971

7. Xu, Jianjian; Wang, Shiliang. Sustained-release implant for treating cancer and method for preparation thereof. PCT Int. Appl. (2000), 20 pp. CODEN: PIXXD2 WO 2000047232 A1 20000817 CAN 133:168441 AN 2000:573690

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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