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Cas Database

635-65-4

635-65-4

Identification

Synonyms:Hematoidin (6CI);(4Z,15Z)-Bilirubin IXa;(Z,Z)-Bilirubin IXa;Bilirubin;Bilirubin IXa;Cholerythrin;NSC 26685;

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Safety information and MSDS view more

  • Pictogram(s):HarmfulXn

  • Hazard Codes:Xn

  • Signal Word:No signal word.

  • Hazard Statement:none

  • First-aid measures: General adviceConsult a physician. Show this safety data sheet to the doctor in attendance.If inhaled If breathed in, move person into fresh air. If not breathing, give artificial respiration. Consult a physician. In case of skin contact Wash off with soap and plenty of water. Consult a physician. In case of eye contact Rinse thoroughly with plenty of water for at least 15 minutes and consult a physician. If swallowed Never give anything by mouth to an unconscious person. Rinse mouth with water. Consult a physician.

  • Fire-fighting measures: Suitable extinguishing media Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide. Wear self-contained breathing apparatus for firefighting if necessary.

  • Accidental release measures: Use personal protective equipment. Avoid dust formation. Avoid breathing vapours, mist or gas. Ensure adequate ventilation. Evacuate personnel to safe areas. Avoid breathing dust. For personal protection see section 8. Prevent further leakage or spillage if safe to do so. Do not let product enter drains. Discharge into the environment must be avoided. Pick up and arrange disposal. Sweep up and shovel. Keep in suitable, closed containers for disposal.

  • Handling and storage: Avoid contact with skin and eyes. Avoid formation of dust and aerosols. Avoid exposure - obtain special instructions before use.Provide appropriate exhaust ventilation at places where dust is formed. For precautions see section 2.2. Store in cool place. Keep container tightly closed in a dry and well-ventilated place.

  • Exposure controls/personal protection:Occupational Exposure limit valuesBiological limit values Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and at the end of workday. Eye/face protection Safety glasses with side-shields conforming to EN166. Use equipment for eye protection tested and approved under appropriate government standards such as NIOSH (US) or EN 166(EU). Skin protection Wear impervious clothing. The type of protective equipment must be selected according to the concentration and amount of the dangerous substance at the specific workplace. Handle with gloves. Gloves must be inspected prior to use. Use proper glove removal technique(without touching glove's outer surface) to avoid skin contact with this product. Dispose of contaminated gloves after use in accordance with applicable laws and good laboratory practices. Wash and dry hands. The selected protective gloves have to satisfy the specifications of EU Directive 89/686/EEC and the standard EN 374 derived from it. Respiratory protection Wear dust mask when handling large quantities. Thermal hazards

Supplier and reference price

  • Manufacture/Brand
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  • Manufacture/Brand:Usbiological
  • Product Description:Bilirubin
  • Packaging:25mg
  • Price:$ 399
  • Delivery:In stock
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  • Manufacture/Brand:TRC
  • Product Description:Bilirubin
  • Packaging:5g
  • Price:$ 400
  • Delivery:In stock
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:Bilirubin ≥98% (EmM/453 = 60), powder
  • Packaging:5g
  • Price:$ 1070
  • Delivery:In stock
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:Bilirubin - CAS 635-65-4 - Calbiochem Principal pigment of bile and one of the major end products of hemoglobin decomposition.
  • Packaging:1 g
  • Price:$ 195.17
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:Bilirubin - CAS 635-65-4 - Calbiochem
  • Packaging:1gm
  • Price:$ 203
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:Bilirubin ≥98% (EmM/453 = 60), powder
  • Packaging:1g
  • Price:$ 305
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  • Manufacture/Brand:Matrix Scientific
  • Product Description:3-{2-({3-(2-Carboxyethyl)-4-methyl-5-[(Z)-(3-methyl-5-oxo-4-vinyl-1,5-dihydro-2H-pyrrol-2-ylidene)methyl]-1H-pyrrol-2-yl}methyl)-4-methyl-5-[(Z)-(4-methyl-5-ox
  • Packaging:1g
  • Price:$ 150
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  • Manufacture/Brand:Matrix Scientific
  • Product Description:3-{2-({3-(2-Carboxyethyl)-4-methyl-5-[(Z)-(3-methyl-5-oxo-4-vinyl-1,5-dihydro-2H-pyrrol-2-ylidene)methyl]-1H-pyrrol-2-yl}methyl)-4-methyl-5-[(Z)-(4-methyl-5-ox
  • Packaging:0.500g
  • Price:$ 120
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  • Manufacture/Brand:DC Chemicals
  • Product Description:Bilirubin >98%,StandardReferencesGrade
  • Packaging:20 mg
  • Price:$ 280
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  • Manufacture/Brand:Crysdot
  • Product Description:Bilirubin 97%
  • Packaging:1g
  • Price:$ 196
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Relevant articles and documentsAll total 8 Articles be found

A method for preparing high-content bilirubin IX[alpha] from bilirubin IX[alpha] diester

-

Paragraph 0028; 0041-0043; 0050-0055, (2019/04/10)

A method for preparing high-content bilirubin IX[alpha] from bilirubin IX[alpha] diester is disclosed, belonging to the field of bilirubin IX[alpha] preparation. The method includes following steps (aroute including firstly hydrolysis and then reduction): a step of adding dropwise a methanol solution of sodium hydroxide into an alcohol solution of bilirubin IX[alpha] diester, adding water, then performing hydrolysis, adjusting pH to 4-5 with a weak acid, performing rotary evaporation to remove a solvent, washing a product with water to remove inorganic salt, and performing vacuum drying to obtain bilirubin IX[alpha]; and a step of adding a free radical scavenger (stabilizer) into an alcohol solution of the bilirubin IX[alpha], adding a reductant that is borohydride, adding an acetone immediately after reduction is finished to decompose the excessive reductant, then adjusting pH to 4-5 with weak acid, performing rotary evaporation to remove a solvent, performing water washing, and performing purification with methanol and chloroform to obtain bilirubin IX[alpha] the purity of which is more than 97%. The method has characteristics of no need of chromatographic separation, mild reaction conditions, low cost, and convenient operation, and is suitable for industrial large-scale production.

PRODUCTION OF RED BLOOD CELLS AND PLATELETS FROM STEM CELLS

-

, (2014/03/24)

This disclosure provides methods of making a megakaryocyte-erythroid progenitor cell (MEP), comprising differentiating a stem cell into a MEP in culture in the presence of an aryl hydrocarbon receptor (AhR) agonist. In some embodiments the stem cell is a pluripotent stem cell. In some embodiments the MEP co-expresses CD41 and CD235. In some embodiments the number of MEPs produced in the culture increases exponentially. Methods of making a red blood cell (RBC) by culturing a MEP in the presence of an AhR agonist are also provided. Methods of making a megakaryocyte and/or a platelet, comprising culturing a MEP in the presence of an AhR modulator are also provided. In some embodiments the AhR modulator is an AhR antagonist. This disclosure also provides compositions comprising at least 1 million MEPs per ml and compositions in which at least 50% of the cells are MEPs.

Bilirubin photo-isomers: Regiospecific acyl glucuronidation in vivo

McDonagh, Antony F.

, p. 465 - 482 (2014/03/21)

(4Z,15Z)-Bilirubin-IXα, the end product of heme catabolism, requires uridine glucuronosyl transferase 1A1 (UGT1A1)-catalyzed glucuronidation for elimination in bile, where it appears as two isomeric monoglucuronides and a diglucuronide. When people are exposed to light, endogenous bilirubin is converted partly to photo-isomers that are produced in greater abundance during treatment of jaundiced babies with phototherapy. Little is known about the metabolism of the photo-isomers, other than that they appear not to require glucuronidation for elimination in bile. Studies have been hampered by their unavailability and instability, as well as confusion about the identity, structures, preparation, and purity of bilirubin photoproducts. This paper outlines methods for preparing photo-isomers of bilirubins in sufficient quantity and purity for metabolic studies in rats and reappraises the composition of some previous preparations. The studies show that (Z,E)-isomers of bilirubins and the structural isomer (Z)-lumirubin undergo glucuronidation in the rat, but unlike (4Z,15Z)-bilirubin, form only monoglucuronides. Moreover, glucuronidation is regiospecific for just one of the two propionic acid groups, the one attached to the isomerized half of the molecule. This unusual stereoselectivity appears to be dictated by intramolecular hydrogen bonding. Formation of hydroxylated bilirubins was not detected. During phototherapy, photo-isomers will compete with endogenous (4Z,15Z)-bilirubin for glucuronidation by nascent hepatic enzyme UGT1A1. Graphical abstract: [Figure not available: see fulltext.]

The synthesis of [10-13C]bilirubin IXα

Sturrock,Bull,Kirsch

, p. 263 - 274 (2007/10/02)

The total synthesis of [10-13C]bilirubin IXα, the principal waste product of haem degradation, is described. Site specific labelling was accomplished by the Vilsmeier formylation of one of the dipyrrolic fragments using [1-13C]dimethylformamide. The penultimate dehydrohalogenation reaction was complicated by a competing elimination reaction which yielded a bridged biliverdin derivative. [10-13C]bilirubin IXα was prepared in an overall yield of 6% (from the step where 13C was introduced) with quantitative isotopic incorporation.

Solvent effects on the photoisomerization of bilirubin

Sailofsky,Brown

, p. 1908 - 1916 (2007/10/02)

-

Process route upstream and downstream products

Process route

18-devinyl-18-(1-methoxyethyl)bilirubin
35677-91-9

18-devinyl-18-(1-methoxyethyl)bilirubin

Conditions
Conditions Yield
With toluene-4-sulfonic acid; In chloroform; for 0.583333h; Ambient temperature;
85%
bilirubin dimethylester
19792-68-8

bilirubin dimethylester

Conditions
Conditions Yield
With ammonium hydroxide; trifluoroacetic acid; In methanol; UV-irradiation;
3,3'-[2-(1-mercapto-ethyl)-3,7,13,18-tetramethyl-1,19-dioxo-17-vinyl-1,10,19,22,23,24-hexahydro-21<i>H</i>-biline-8,12-diyl]-bis-propionic acid
66735-42-0

3,3'-[2-(1-mercapto-ethyl)-3,7,13,18-tetramethyl-1,19-dioxo-17-vinyl-1,10,19,22,23,24-hexahydro-21H-biline-8,12-diyl]-bis-propionic acid

Conditions
Conditions Yield
Multi-step reaction with 2 steps
1: 0.1M aq. NaOH, ClHgCH3 / Ambient temperature
2: 85 percent / p-TsOH / CHCl3 / 0.58 h / Ambient temperature
With sodium hydroxide; methylmercury(II) chloride; toluene-4-sulfonic acid; In chloroform;
18-devinyl-18-<1-(acetylthio)ethyl>bilirubin
59614-72-1

18-devinyl-18-<1-(acetylthio)ethyl>bilirubin

Conditions
Conditions Yield
Multi-step reaction with 2 steps
1: 79 percent / 0.1M aq. NaOH, p-ClHgC6H4COONa / H2O / 0.12 h / 50 °C
2: 85 percent / p-TsOH / CHCl3 / 0.58 h / Ambient temperature
With sodium hydroxide; sodium p-chloromercurybenzoate; toluene-4-sulfonic acid; In chloroform; water;
α-biliverdin-IX dimethyl ester
10035-62-8

α-biliverdin-IX dimethyl ester

Conditions
Conditions Yield
With hydrogenchloride; sodium hydroxide; ethylenediaminetetraacetic acid; sodium cyanoborohydride; Yield given. Multistep reaction; 1.) CH3OH, 37 deg C, 30 min, 2.) CH3OH, ethanol, 5-10 deg C, 30 min;
2,17-bis-(2-chloroethyl)-21,24-dihydro-8,12-bis-(2-methoxycarbonylethyl)-3,7,13,18-tetramethylbilin-1,19-dione
92735-37-0

2,17-bis-(2-chloroethyl)-21,24-dihydro-8,12-bis-(2-methoxycarbonylethyl)-3,7,13,18-tetramethylbilin-1,19-dione

Conditions
Conditions Yield
Multi-step reaction with 2 steps
1: 44 percent / pyridinr, 3percent aq. NaOH / 2 h / Heating
2: 1.) 1 M NaOH, EDTA, 2.) 0.4 M aq. HCl, NaBH3CN / 1.) CH3OH, 37 deg C, 30 min, 2.) CH3OH, ethanol, 5-10 deg C, 30 min
With pyridine; hydrogenchloride; sodium hydroxide; ethylenediaminetetraacetic acid; sodium cyanoborohydride;
3,18-bis-(2-chloroethyl)-8,12-bis-(2-methoxycarbonylethyl)-2,7,13,17-tetramethyl-b-bilene-1,19-dicarboxylic acid hydrobromide

3,18-bis-(2-chloroethyl)-8,12-bis-(2-methoxycarbonylethyl)-2,7,13,17-tetramethyl-b-bilene-1,19-dicarboxylic acid hydrobromide

Conditions
Conditions Yield
Multi-step reaction with 3 steps
1: 54 percent / trifluoroacetic acid, Br2 / 1.5 h / 0 - 5 °C
2: 44 percent / pyridinr, 3percent aq. NaOH / 2 h / Heating
3: 1.) 1 M NaOH, EDTA, 2.) 0.4 M aq. HCl, NaBH3CN / 1.) CH3OH, 37 deg C, 30 min, 2.) CH3OH, ethanol, 5-10 deg C, 30 min
With pyridine; hydrogenchloride; sodium hydroxide; ethylenediaminetetraacetic acid; bromine; sodium cyanoborohydride; trifluoroacetic acid;
3,18-diethenyl-1,19,22,24-tetrahydro-2,7,13,17-tetramethyl-1,19-dioxo-21H-biline-8,12-dipropanoic acid
114-25-0,493-89-0

3,18-diethenyl-1,19,22,24-tetrahydro-2,7,13,17-tetramethyl-1,19-dioxo-21H-biline-8,12-dipropanoic acid

Conditions
Conditions Yield
With acetic acid; zinc;
18-Devinyl-18-(1-carboxymethylthio)ethyl-bilirubin-IXα
80575-27-5

18-Devinyl-18-(1-carboxymethylthio)ethyl-bilirubin-IXα

4Z,15Z-bilirubin
35991-50-5

4Z,15Z-bilirubin

2,18-Bis-devinyl-2,18-bis-(1-carboxymethylthio)ethyl-bilirubin-IIIα
80575-28-6

2,18-Bis-devinyl-2,18-bis-(1-carboxymethylthio)ethyl-bilirubin-IIIα

Conditions
Conditions Yield
With hydrogenchloride; In dimethyl sulfoxide; for 0.0166667h; Product distribution; Ambient temperature;
Conditions
Conditions Yield

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