Forphenicine | CAS#57784-96-0 | Alkaline phosphatase inhibitor

MedKoo Cat#: 464784 | Name: Forphenicine

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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Forphenicine is a bacterial metabolite that has been found in S. fulvoviridis and an inhibitor of alkaline phosphatase (IC50 = 0.036 µg/ml for the chicken intestine enzyme). It inhibits the growth of HL-60 leukemia cells when used at a concentration of 10 µM. Forphenicine (50 and 500 µg/animal) increases survival in a guinea pig model of experimental autoimmune encephalomyelitis (EAE).

Chemical Structure

Forphenicine

CAS#57784-96-0

Theoretical Analysis

MedKoo Cat#: 464784

Name: Forphenicine

CAS#: 57784-96-0

Chemical Formula: C9H9NO4

Exact Mass: 195.0532

Molecular Weight: 195.17

Elemental Analysis: C, 55.39; H, 4.65; N, 7.18; O, 32.79

Price and Availability

Size	Price	Availability	Quantity
1mg	USD 850.00	Back order

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Related CAS #

No Data

Synonym

Forphenicine; Forfenicin

IUPAC/Chemical Name

(S)-2-amino-2-(4-formyl-3-hydroxyphenyl)acetic acid

InChi Key

MWSKDGPKFCWPOF-QMMMGPOBSA-N

InChi Code

InChI=1S/C9H9NO4/c10-8(9(13)14)5-1-2-6(4-11)7(12)3-5/h1-4,8,12H,10H2,(H,13,14)/t8-/m0/s1

SMILES Code

OC([C@@H](N)C1=CC(O)=C(C=O)C=C1)=O

Appearance

Solid powder

Purity

>90% (or refer to the Certificate of Analysis)

Shipping Condition

Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition

Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility

To be determined

Shelf Life

>2 years if stored properly

Drug Formulation

To be determined

Stock Solution Storage

0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code

2934.99.9001

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Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 195.17 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
1 mM	1.15 mL	5.76 mL	11.51 mL
5 mM	0.23 mL	1.15 mL	2.3 mL
10 mM	0.12 mL	0.58 mL	1.15 mL
50 mM	0.02 mL	0.12 mL	0.23 mL

1: Khurnova LM, Ivanitskaia LP. Nizkomolekuliarnye immunomoduliatory mikrobnogo proiskhozhdeniia [Low-molecular weight immunomodulators of microbial origin]. Antibiot Khimioter. 1989 Oct;34(10):786-92. Russian. PMID: 2694992. 2: Ajito K, Ikeda D, Komuro K, Nosaka C, Wako N, Kondo S, Takeuchi T. N-salicylidene derivatives of pirarubicin. J Antibiot (Tokyo). 1989 Jul;42(7):1133-44. doi: 10.7164/antibiotics.42.1133. PMID: 2753818. 3: Chao WF, Kai M, Ohkura Y. High-performance liquid chromatographic determination of forphenicine in mouse serum and muscle by pre-column fluorescence derivatization using 1,2-diamino-4,5-ethylenedioxybenzene as fluorogenic reagent. J Chromatogr. 1988 Sep 9;430(2):361-7. doi: 10.1016/s0378-4347(00)83171-0. PMID: 3235509. 4: Miura K, Sawa T, Takeuchi T, Umezawa H. Effects of enzyme inhibitors in inhibiting the growth and inducing the differentiation of human promyelocytic leukemia cells, HL-60. J Antibiot (Tokyo). 1986 May;39(5):734-5. doi: 10.7164/antibiotics.39.734. PMID: 3460977. 5: Kumano N, Nakai Y, Ishikawa T, Koinumaru S, Suzuki S, Oizumi K, Konno K. Changes in the immunological parameters after a single dose of forphenicinol, a new small molecular immunomodifier. Tohoku J Exp Med. 1985 Aug;146(4):419-27. doi: 10.1620/tjem.146.419. PMID: 4071537. 6: Umezawa H, Ishizuka M. Low molecular weight immunomodifiers produced by microorganisms. Int J Clin Pharmacol Ther Toxicol. 1985 Apr;23 Suppl 1:S9-13. PMID: 3842696. 7: Nitta K, Tanaka T, Takeuchi M. Effect of forphenicinol, a small molecular immunomodifier, in combination with cyclophosphamide on growth of and immunity to syngeneic murine tumors. Cancer Treat Rep. 1985 Mar;69(3):285-91. PMID: 3978657. 8: Ivanitskaia LP, Oparina ON, Stekhanova TN, Navashin SM. Nizkomolekuliarnye immunokorrektory prirodnogo proiskhozhdeniia [Low-molecular-weight immunocorrectors of natural origin]. Antibiot Med Biotekhnol. 1985 Feb;30(2):131-8. Russian. PMID: 3890722. 9: Umezawa H. Low-molecular-weight immunomodifiers produced by micro-organisms. Biotechnol Genet Eng Rev. 1985;3:255-73. doi: 10.1080/02648725.1985.10647815. PMID: 2936359. 10: Aoyagi T, Wada T, Nagai M, Sakaguchi H, Osanai T, Nagai Y, Umezawa H. Low- molecular-weight enzyme inhibitors suppress the development of experimental allergic encephalomyelitis. Experientia. 1984 Dec 15;40(12):1405-7. doi: 10.1007/BF01951914. PMID: 6510498. 11: Aoyagi T, Wada T, Ohuchi S, Kojima F, Nagai M, Harada S, Umezawa H. Similar effects of various low-molecular-weight enzyme inhibitors on enzyme networks in dystrophic mice. J Pharmacobiodyn. 1984 Sep;7(9):681-7. doi: 10.1248/bpb1978.7.681. PMID: 6527211. 12: Umezawa H. Studies on low-molecular-weight immunomodifiers produced by microorganisms: results of ten years' effort. Rev Infect Dis. 1984 May- Jun;6(3):412-20. doi: 10.1093/clinids/6.3.412. PMID: 6234644. 13: Terakado T, Saito K, Tajima K, Miyasato H, Suzuki T, Ikeda S. [Phase I study of forphenicinol, a new biological response modifier]. Gan To Kagaku Ryoho. 1983 Nov;10(11):2309-17. Japanese. PMID: 6639093. 14: Morishima H, Yoshizawa J, Ushijima R, Takeuchi T, Umezawa H. Synthesis of forphenicinol and forphenicine. J Antibiot (Tokyo). 1982 Nov;35(11):1500-6. doi: 10.7164/antibiotics.35.1500. PMID: 7161189. 15: Ishizuka M, Ishizeki S, Masuda T, Momose A, Aoyagi T, Takeuchi T, Umezawa H. Studies on effects of forphenicinol on immune responses. J Antibiot (Tokyo). 1982 Aug;35(8):1042-8. doi: 10.7164/antibiotics.35.1042. PMID: 7142005. 16: Královec J, Krepelka J. Syntetická imunostimulancia s mozností vyuzití v protinádorové terapii [Synthetic immunostimulation and its use in antineoplasm therapy]. Cesk Farm. 1982 Jun;31(5):174-83. Czech. PMID: 6749308. 17: Umezawa H. Recent studies on antibiotics and small molecular immunomodulators with potential usefulness in treating lung cancer: Part II - Small molecular weight immunomodulators produced by microorganisms. Int J Clin Pharmacol Ther Toxicol. 1982 Jan;20(1):19-23. PMID: 7056602. 18: Aoyagi T, Umezawa H. The relationships between enzyme inhibitors and function of mammalian cells. Acta Biol Med Ger. 1981;40(10-11):1523-9. PMID: 7044007. 19: Umezawa H. Screening of small molecular microbial products modulating immune responses and bestatin. Recent Results Cancer Res. 1980;75:115-25. doi: 10.1007/978-3-642-81491-4_19. PMID: 7232823. 20: Umezawa H. Low-molecular weight immunomodulators produced by microorganisms. Biotechnol Bioeng. 1980;22 Suppl 1:99-110. PMID: 6968594.