Terephthalanilide | CAS#7154-31-6

MedKoo Cat#: 534951 | Name: Terephthalanilide

Description:

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

Terephthalanilide is a bioactive chemical.

Chemical Structure

Terephthalanilide

CAS#7154-31-6

Theoretical Analysis

MedKoo Cat#: 534951

Name: Terephthalanilide

CAS#: 7154-31-6

Chemical Formula: C20H16N2O2

Exact Mass: 316.1212

Molecular Weight: 316.36

Elemental Analysis: C, 75.93; H, 5.10; N, 8.86; O, 10.11

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.

Bulk Inquiry

Related CAS #

No Data

Synonym

Terephthalanilide

IUPAC/Chemical Name

1,4-Benzenedicarboxamide, N,N'-diphenyl- (9CI)

InChi Key

MXHDSBYJGVZESK-UHFFFAOYSA-N

InChi Code

InChI=1S/C20H16N2O2/c23-19(21-17-7-3-1-4-8-17)15-11-13-16(14-12-15)20(24)22-18-9-5-2-6-10-18/h1-14H,(H,21,23)(H,22,24)

SMILES Code

O=C(C1=CC=C(C(NC2=CC=CC=C2)=O)C=C1)NC3=CC=CC=C3

Appearance

Solid powder

Purity

>98% (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

Soluble in DMSO

Shelf Life

>3 years if stored properly

Drug Formulation

This drug may be formulated in DMSO

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

More Info

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 316.36 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: Kreis W, Burchenal JH. Studies of the mechanism of action of the terephthalanilide antagonists. Biochem Pharmacol. 1967 Jun;16(6):925-32. doi: 10.1016/0006-2952(67)90264-x. PMID: 6040399. 2: Gill BS. Activity of some terephthalanilide compounds against Trypanosoma evansi. Indian J Exp Biol. 1971 Jul;9(3):397-8. PMID: 5144345. 3: LAW LW. Studies of inhibitory effects of terephthalanilide derivatives against several variants of leukemia L1210. Cancer Chemother Rep. 1962 Jun;19:13-8. PMID: 14462961. 4: Philips FS, Sternberg SS, Cronin AP, Vidal PM. Toxicity and physiologic disposition of 2-amino-4',4"-bis(5-methyl-2-imidazolin-2-yl)terephthalanilide (NSC-66761). Cancer Chemother Rep. 1966 Jan-Feb;50(1):9-23. PMID: 4956044. 5: Meloni ML, Rogers WI. Equivalence of oligomycin and 2-chloro-4',4"-di(2-imidazolin-2-yl)terephthalanilide in their effects on mitochondrial swelling. Biochem Pharmacol. 1967 Oct;16(10):1933-40. doi: 10.1016/0006-2952(67)90303-6. PMID: 6065958. 6: Sivak A, Mahoney AJ Jr, Rogers WI. Studies on the intracellular localization and effects of 2-chloro-4',+"-di(2-imidazolin-2-yl)terephthalanilide on mitochondria from P388 lymphocytic leukemia and rat liver. Biochem Pharmacol. 1967 Oct;16(10):1919-31. doi: 10.1016/0006-2952(67)90302-4. PMID: 6065957. 7: Yesair DW, Kohner FA, Rogers WI, Baronowsky PE, Kensler CJ. Relationship of phthalanilide-lipid complexes to uptake and retention of 2-chloro-4',4"-di(2-imidazolin-2-yl)terephthalanilide (NSC 60339) by sensitive and resistant P388 leukemia cells. Cancer Res. 1966 Feb;26(2):202-7. PMID: 5903172. 8: BURCHENAL JH, PURPLE JR, SPOONER EB, BERCHTOLD R, HIRT R, FISCHER R, BALSIGER R. PREVENTION OF ANTILEUKEMIC EFFECT OF TEREPHTHALANILIDE DERIVATIVES IN TRANSPLANTED MOUSE LEUKEMIA P815 BY 4,4'-(TEREPHTHALOYLDIIMINO)DIBENZENESULFONIC ACID DISODIUM SALT (NSC-55156). Cancer Chemother Rep. 1964 Dec;43:5-10. PMID: 14250654. 9: Rogers WI, Sattinger SA, Kensler CJ. Studies of the effects of 4'4"-bis-(1,4,5,6-tetrahydro-2-pyrimidinyl)-terephthalanilide dihydrochloride on oxidative phosphorylation in mitochondria of rat kidney and liver. Biochem Pharmacol. 1966 Aug;15(8):1225-33. doi: 10.1016/0006-2952(66)90287-5. PMID: 5973164. 10: Van Dyk J, Kreis W, Krakoff IH, Tan CT, Cevik N, Burchenal JH. Therapeutic trials and clinical pharmacologic studies of the new terephthalanilide derivative, 2-amino-4,'4"-bis(4-methyl-2-imidazolin-2-yl)-terephthalanilide (AMIT) (NSC 66761). Cancer Res. 1968 Aug;28(8):1566-72. PMID: 5692134. 11: Rogers WI, Yesair DW, Kensler CJ. Physiologic disposition of 4',4''-bis(1,4,5,6-tetrahydro-2-pyrimidinyl)terephthalanilide and 4-(1,4,5,6-tet rahydro-2-pyrimidinyl)-4'-[p-(1,4,5,6-tetrahydro-2-pyrimidinyl)phenyl]carbamoylb enzanilide in dogs, monkeys, rats and mice. J Pharmacol Exp Ther. 1966 Apr;152(1):139-50. PMID: 4957251. 12: SIVAK A, ROGERS WI, WODINSKY I, KENSLER CJ. DISTRIBUTION AND EFFECTS OF 4', 4"-DI(2-IMIDAZOLIN-2-YL)TEREPHTHALANILIDE DIHYDROCHLORIDE HEMIHYDRATE AND ITS 2-CHLORO ANALOGUE IN LYMPHOCYTIC LEUKEMIAS L1210 AND P388. J Natl Cancer Inst. 1964 Sep;33:457-65. PMID: 14207856. 13: BURCHENAL JH, GREGG VC, LANCASTER SP, HIRT R, BERCHTOLD R, FISCHER R, BALSIGER R. PREVENTION BY SULFONIC AND PHOSPHORIC ANALOGS OF THE TEREPHTHALANILIDE INHIBITION OF LEUKEMIA P815Y IN VITRO. Cancer Res. 1965 May;25:469-71. PMID: 14297483. 14: Pine MJ. Studies on the antimicrobial action of terephthalanilide and related drugs. Biochem Pharmacol. 1968 Jan;17(1):75-86. doi: 10.1016/0006-2952(68)90160-3. PMID: 4867013. 15: Pine MJ, DiPaolo JA. The antimitochondrial action of 2-choloro-4', 4"-bis(2-imidazolin-2-yl)terephthalanilide and methylglyoxal bis(guanylhydrazone). Cancer Res. 1966 Jan;26(1):18-25. PMID: 5901744. 16: Oettgen HF, Binaghi RA. Effect of 4',4"-bis(2-imidazolin-2-ylamino)terephthalanilide dihydrochloride (NSC-53306) on immune response of the rat. Cancer Chemother Rep. 1965 Oct;48:7-10. PMID: 5834741. 17: MERY AM, AMIEL JL, DAGUET G, SEKIGUCHI M, BREZIN C, FLORENTIN I, GARATTINI S, MATHE G. ACTION D'UNE IMIDAZOLINE-TEREPHTALANILIDE SUR LES R'EACTIONS IMMUNITAIRES [ACTION OF AN IMIDAZOLINE-TEREPHTHALANILIDE ON IMMUNE REACTIONS]. Rev Fr Etud Clin Biol. 1964 Dec;9:1066-8. French. PMID: 14251626. 18: ROGERS WI, YORK IM, KENSLER CJ. Physiological disposition studies of 4,4"-bis (2-imidazolin-2-yl)terephthalanilide. Cancer Chemother Rep. 1962 Jun;19:67-74. PMID: 14493366. 19: CHIRIGOS MA, VENDITTI JM, FANNING GR. EXTRACTION AND FLUOROMETRIC DETERMINATION OF A TEREPHTHALANILIDE IN BIOLOGICAL TISSUES. Cancer Chemother Rep. 1963 Oct;32:1-5. PMID: 14088831. 20: Nathan HC, Bacchi CJ, Nichol CA, Duch DS, Mullaney EA, Hutner SH. Antitumor phthalanilides active in acute and chronic Trypanosoma brucei brucei murine infections. Am J Trop Med Hyg. 1984 Sep;33(5):845-50. doi: 10.4269/ajtmh.1984.33.845. PMID: 6548337.

View History

CC34301

MedKoo CAT#: 561451

CAS#: 13764-20-0