Propanamide,2-amino-N-[(3S,4R,4aR,5R,6R)-3-(dichloromethyl)-3,4,4a,5,6,7-hexahydro-5,6,8-trihydroxy-3-methyl-1-oxo-1H-2-benzopyran-4-yl]-,(2S)-

Suppliers

Names

[ Name ]:
Propanamide,2-amino-N-[(3S,4R,4aR,5R,6R)-3-(dichloromethyl)-3,4,4a,5,6,7-hexahydro-5,6,8-trihydroxy-3-methyl-1-oxo-1H-2-benzopyran-4-yl]-,(2S)-

[Synonym ]:
bactobolin A
BN 183B
Bactobolin
Antibiotic BN 183B

Chemical & Physical Properties

[ Density]:
1.55g/cm3

[ Boiling Point ]:
642.9ºC at 760 mmHg

[ Molecular Formula ]:
C₁₄H₂₀Cl₂N₂O₆

[ Molecular Weight ]:
383.22400

[ Flash Point ]:
342.6ºC

[ Exact Mass ]:
382.07000

[ PSA ]:
142.11000

[ LogP ]:
0.58260

[ Index of Refraction ]:
1.613

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: CP1315000

CHEMICAL NAME :: Bactobolin

CAS REGISTRY NUMBER :: 72615-20-4

LAST UPDATED :: 199309

DATA ITEMS CITED :: 2

MOLECULAR FORMULA :: C14-H20-Cl2-N2-O6

MOLECULAR WEIGHT :: 383.26

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 6250 ug/kg

TOXIC EFFECTS :: Tumorigenic - active as anti-cancer agent

REFERENCE :: JANTAJ Journal of Antibiotics. (Japan Antibiotics Research Assoc., 2-20-8 Kamiosaki, Shinagawa-ku, Tokyo, 141, Japan) V.2-5, 1948-52; V.21- 1968- Volume(issue)/page/year: 33,1054,1980

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 10 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: JOPHDQ Journal of Pharmacobio-Dynamics. (Japan Pub. Trading Co. (USA), 1255 Howard St., San Francisco, CA 94103) V.1- 1978- Volume(issue)/page/year: 3,177,1980

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

endo-(+/-)-N-(3-oxo-2-oxabicyclo[3.3.1]non-6-en-4-yl)-2-(trimethylsilyl)ethanesulfonamide
N-((1R,6R,9R)-8-oxo-3,7-dioxatricyclo[4.3.1.02,4]decan-9-yl)-2-(trimethylsilyl)ethanesulfonamide
N-((1S,4S,5S,6S,7S)-6,7-dihydroxy-3-oxo-2-oxabicyclo[3.3.1]nonan-4-yl)-2-(trimethylsilyl)ethanesulfonamide
N-[1-(hexahydro-6-hydroxy-2,2-dimethyl-1,3-benzodioxol-4-yl)-2-oxopropyl]-2-(trimethylsilyl)ethanesulfonamide
N-[3,3-dichloro-1-(hexahydro-6-hydroxy-2,2-dimethyl-1,3-benzodioxol-4-yl)-2-hydroxy-2-methylpropyl]-2-(trimethylsilyl)ethanesulfonamide
(S)-2-((3aS,4S,6S,7aS)-6-hydroxy-2,2-dimethylhexahydrobenzo[d][1,3]dioxol-4-yl)-N-methoxy-N-methyl-2-(2-(trimethylsilyl)ethylsulfonamido)acetamide
N-[3,3-dichloro-1-(hexahydro-2,2-dimethyl-6-oxo-1,3-benzodioxol-4-yl)-2-methylpropyl]-2-(trimethylsilyl)ethanesulfonamide
N-[8-(dichloromethyl)-3a,4,8,9,9a,9b-hexahydro-5-hydroxy-2,2,8-trimethyl-6H-1,3-dioxolo[4,5-f][2]benzopyran-9-yl]-2-(trimethylsilyl)ethanesulfonamide

DownStream

Related Compounds

2-{[3-(Methylsulfanyl)-1,2,4-thiadiazol-5-yl]sulfanyl}-1,2-diphenylethanone
N-[4,5-dimethyl-3-(phenylsulfonyl)-1-(propan-2-yl)-1H-pyrrol-2-yl]-4-methoxybenzamide
2-(3-Isobutyl[1,2,4]triazolo[3,4-b][1,3,4]thiadiazol-6-yl)phenyl methyl ether
(Z)-8-(pyridin-2-ylmethyl)-2-(thiophen-2-ylmethylene)-8,9-dihydro-2H-benzofuro[7,6-e][1,3]oxazin-3(7H)-one
N,N-dimethyl-3-[3-(quinolin-2-yl)[1,2,4]triazolo[3,4-b][1,3,4]thiadiazol-6-yl]aniline
3-(3,4-dimethoxyphenyl)-9-(2,2,6,6-tetramethylpiperidin-4-yl)-9,10-dihydrochromeno[8,7-e][1,3]oxazin-4(8H)-one
2-[(2E)-3-(dimethylamino)prop-2-enoyl]-3-hydroxy-4-methyl-7,8,9,10-tetrahydro-6H-benzo[c]chromen-6-one
3-(3-methoxy-1,2-oxazol-5-yl)-N-[3-methyl-2-(phenylcarbonyl)-1-benzofuran-6-yl]propanamide
N-(2,4-difluorophenyl)-2-(5-methoxy-4,8,8-trimethyl-2-oxo-9,10-dihydro-2H,8H-pyrano[2,3-f]chromen-3-yl)acetamide
2,3,4-trimethyl-9,10-dihydrocyclopenta[c]furo[2,3-f]chromene-7(8H)-thione

The content on this webpage is sourced from various professional data sources. If you have any questions or concerns regarding the content, please feel free to contact service1@chemsrc.com.