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

MedKoo CAT#: 526098

CAS#: 325746-94-9

Description: BPIPP is a novel non-competitive guanylyl cyclase (GC) and adenylyl cyclase (AC) inhibitor.

Chemical Structure

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BPIPP
CAS# 325746-94-9
Instruction

Theoretical Analysis

MedKoo Cat#: 526098
Name: BPIPP
CAS#: 325746-94-9
Chemical Formula: C22H16BrN3O3
Exact Mass: 449.04
Molecular Weight: 450.292
Elemental Analysis: C, 58.68; H, 3.58; Br, 17.74; N, 9.33; O, 10.66

Price and Availability

Size Price Availability Quantity
10mg USD 250
20mg USD 450
50mg USD 650
100mg USD 950
500mg USD 1950
Bulk inquiry

Synonym: BPIPP

IUPAC/Chemical Name: 5-(3-Bromophenyl)-5,11-dihydro-1,3-dimethyl-1H-indeno[2',1':5,6]pyrido[2,3-d]pyrimidine-2,4,6(3H)-trione

InChi Key: QSZKQDDYOLAPII-UHFFFAOYSA-N

InChi Code: InChI=1S/C22H16BrN3O3/c1-25-20-17(21(28)26(2)22(25)29)15(11-6-5-7-12(23)10-11)16-18(24-20)13-8-3-4-9-14(13)19(16)27/h3-10,15,24H,1-2H3

SMILES Code: O=C1N(C)C2=C(C(C3=CC=CC(Br)=C3)C(C(C4=C5C=CC=C4)=O)=C5N2)C(N1C)=O

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: >2 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:

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 450.29 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.

Recalculate based on batch purity %
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
Formulation protocol:
In vitro protocol:
In vivo protocol:

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1: Tashiro R, Onoue N, Rikimaru H, Tsukita K, Fujita H, Yamaguchi N, Ishizuka T, Suzuki Y, Suzuki H, Shinozaki T. Mitochondrial Cardiomyopathy with a Unique (99m)Tc-MIBI/(123)I-BMIPP Mismatch Pattern. Intern Med. 2017;56(3):321-325. doi: 10.2169/internalmedicine.56.7525. Epub 2017 Feb 1. PubMed PMID: 28154277; PubMed Central PMCID: PMC5348457.

2: Kataoka S, Momose M, Fukushima K, Serizawa N, Suzuki A, Kondo C, Abe K, Sakai S, Hagiwara N. Regional myocardial damage and active inflammation in patients with cardiac sarcoidosis detected by non-invasive multi-modal imaging. Ann Nucl Med. 2017 Feb;31(2):135-143. doi: 10.1007/s12149-016-1136-1. Epub 2016 Nov 1. PubMed PMID: 27804054.

3: Sakao S, Daimon M, Voelkel NF, Miyauchi H, Jujo T, Sugiura T, Ishida K, Tanabe N, Kobayashi Y, Tatsumi K. Right ventricular sugars and fats in chronic thromboembolic pulmonary hypertension. Int J Cardiol. 2016 Sep 15;219:143-9. doi: 10.1016/j.ijcard.2016.06.010. Epub 2016 Jun 15. PubMed PMID: 27323340.

4: Takanami K, Arai A, Umezawa R, Takeuchi T, Kadoya N, Taki Y, Jingu K, Takase K. Association between radiation dose to the heart and myocardial fatty acid metabolic impairment due to chemoradiation-therapy: Prospective study using I-123 BMIPP SPECT/CT. Radiother Oncol. 2016 Apr;119(1):77-83. doi: 10.1016/j.radonc.2016.01.024. Epub 2016 Feb 9. PubMed PMID: 26873792.

5: Zavadovsky KV, Gulya MO, Lishmanov YB, Lebedev DI. Perfusion and metabolic scintigraphy with (123)I-BMIPP in prognosis of cardiac resynchronization therapy in patients with dilated cardiomyopathy. Ann Nucl Med. 2016 Jun;30(5):325-33. doi: 10.1007/s12149-016-1064-0. Epub 2016 Feb 12. PubMed PMID: 26872805.

6: Kobayashi M, Matsunari I, Nishi K, Mizutani A, Miyazaki Y, Ogai K, Sugama J, Shiba K, Kawai K, Kinuya S. Simultaneous acquisition of (99m)Tc- and (123)I-labeled radiotracers using a preclinical SPECT scanner with CZT detectors. Ann Nucl Med. 2016 May;30(4):263-71. doi: 10.1007/s12149-015-1055-6. Epub 2016 Jan 8. PubMed PMID: 26747655.

7: Nakata T, Hashimoto A, Moroi M, Tamaki N, Nishimura T, Hasebe N, Kikuchi K, Nakatani E. Sudden death prediction by C-reactive protein, electrocardiographic findings, and myocardial fatty acid uptake in haemodialysis patients: analysis of a multicentre prospective cohort sub-study. Eur Heart J Cardiovasc Imaging. 2016 Dec;17(12):1394-1404. Epub 2015 Dec 27. PubMed PMID: 26710818.

8: Cai Z, Mason NS, Anderson CJ, Edwards WB. Synthesis and preliminary evaluation of an ¹⁸F-labeled oleic acid analog for PET imaging of fatty acid uptake and metabolism. Nucl Med Biol. 2016 Jan;43(1):108-15. doi: 10.1016/j.nucmedbio.2015.08.005. Epub 2015 Sep 2. PubMed PMID: 26602329.

9: Momose M, Fukushima K, Kondo C, Serizawa N, Suzuki A, Abe K, Hagiwara N, Sakai S. Diagnosis and Detection of Myocardial Injury in Active Cardiac Sarcoidosis--Significance of Myocardial Fatty Acid Metabolism and Myocardial Perfusion Mismatch. Circ J. 2015;79(12):2669-76. doi: 10.1253/circj.CJ-15-0681. Epub 2015 Oct 19. PubMed PMID: 26477356.

10: Zen K, Tamaki N, Nishimura M, Nakatani E, Moroi M, Nishimura T, Hasebe N, Kikuchi K. Cardiac event risk stratification in patients with end-stage renal disease: Sub-analysis of the B-SAFE study. Int J Cardiol. 2016 Jan 1;202:694-700. doi: 10.1016/j.ijcard.2015.09.119. Epub 2015 Sep 30. PubMed PMID: 26454538.

11: Matsumoto K, Ehara S, Sakaguchi M, Otsuka K, Hasegawa T, Shimada K, Yoshiyama M. Clinical Characteristics of Late Gadolinium Enhancement in Patients with Cardiac Sarcoidosis. Osaka City Med J. 2015 Jun;61(1):9-17. PubMed PMID: 26434101.

12: Koyama-Nakamura M, Mizobuchi M, Kaneko K, Watanabe M, Ogata H, Koiwa F, Akizawa T, Akutsu Y, Shibata T. Myocardial SPECT Images in Incident Hemodialysis Patients Without Ischemic Heart Disease. Ther Apher Dial. 2015 Dec;19(6):575-81. doi: 10.1111/1744-9987.12320. Epub 2015 Sep 29. PubMed PMID: 26419742.

13: Sakao S, Miyauchi H, Voelkel NF, Sugiura T, Tanabe N, Kobayashi Y, Tatsumi K. Increased Right Ventricular Fatty Acid Accumulation in Chronic Thromboembolic Pulmonary Hypertension. Ann Am Thorac Soc. 2015 Oct;12(10):1465-72. doi: 10.1513/AnnalsATS.201504-236LE. PubMed PMID: 26356218.

14: Nishimura M, Tokoro T, Takatani T, Sato N, Nishida M, Hashimoto T, Yamazaki S, Kobayashi H, Ono T. Effects of intravenous l-carnitine on myocardial fatty acid imaging in hemodialysis patients: responders or non-responders to l-carnitine. Springerplus. 2015 Jul 16;4:353. doi: 10.1186/s40064-015-1119-z. eCollection 2015. PubMed PMID: 26191480; PubMed Central PMCID: PMC4503700.

15: Koyama T, Munakata M, Akima T, Kanki H, Ishikawa S. An extensive discrepancy in myocardial uptake of thallium-201 and iodine-123 BMIPP in a patient with ST-segment elevation myocardial infarction treated using postconditioning with lactate-enriched blood. Int J Cardiol. 2015 Nov 1;198:51-2. doi: 10.1016/j.ijcard.2015.06.143. Epub 2015 Jul 2. PubMed PMID: 26151712.

16: Nakatani K, Watabe T, Masuda D, Imaizumi M, Shimosegawa E, Kobayashi T, Sairyo M, Zhu Y, Okada T, Kawase R, Nakaoka H, Naito A, Ohama T, Koseki M, Oka T, Akazawa H, Nishida M, Komuro I, Sakata Y, Hatazawa J, Yamashita S. Myocardial energy provision is preserved by increased utilization of glucose and ketone bodies in CD36 knockout mice. Metabolism. 2015 Sep;64(9):1165-74. doi: 10.1016/j.metabol.2015.05.017. Epub 2015 Jun 6. PubMed PMID: 26130608.

17: Nishimura M, Hashimoto T, Tamaki N, Kobayashi H, Ono T. Focal impairment in myocardial fatty acid imaging in the left anterior descending artery area, a strong predictor for cardiac death in hemodialysis patients without obstructive coronary artery disease. Eur J Nucl Med Mol Imaging. 2015 Sep;42(10):1612-21. doi: 10.1007/s00259-015-3120-8. Epub 2015 Jun 27. PubMed PMID: 26112389; PubMed Central PMCID: PMC4521091.

18: Mori H, Isobe S, Sakai S, Yamada T, Watanabe N, Miura M, Uchida Y, Kanashiro M, Ichimiya S, Okumura T, Murohara T. Microvascular obstruction on delayed enhancement cardiac magnetic resonance imaging after acute myocardial infarction, compared with myocardial (201)Tl and (123)I-BMIPP dual SPECT findings. Eur J Radiol. 2015 Aug;84(8):1516-24. doi: 10.1016/j.ejrad.2015.05.002. Epub 2015 May 15. PubMed PMID: 26022521.

19: Umezawa R, Takanami K, Kadoya N, Nakajima Y, Saito M, Ota H, Matsushita H, Sugawara T, Kubozono M, Yamamoto T, Ishikawa Y, Takeda K, Taki Y, Takase K, Jingu K. Assessment of myocardial metabolic disorder associated with mediastinal radiotherapy for esophageal cancer -a pilot study. Radiat Oncol. 2015 Apr 21;10:96. doi: 10.1186/s13014-015-0410-z. PubMed PMID: 25896887; PubMed Central PMCID: PMC4407329.

20: Yamasaki K, Zhao S, Nishimura M, Zhao Y, Yu W, Shimizu Y, Nishijima K, Tamaki N, Takeda H, Kuge Y. Radiolabeled BMIPP for imaging hepatic fatty acid metabolism: evaluation of hepatic distribution and metabolism in mice at various metabolic statuses induced by fasting in comparison with palmitic acid. Mol Imaging. 2015;14. doi: 10.2310/7290.2014.00058. PubMed PMID: 25744134.